{"id":"https://openalex.org/W3198689175","doi":"https://doi.org/10.1021/acs.joc.1c01194","title":"[3 + 2 + 1] Pyridine Skeleton Synthesis Using Acetonitrile as C4N1 Units and Solvent","display_name":"[3 + 2 + 1] Pyridine Skeleton Synthesis Using Acetonitrile as C4N1 Units and Solvent","publication_year":2021,"publication_date":"2021-08-31","ids":{"openalex":"https://openalex.org/W3198689175","doi":"https://doi.org/10.1021/acs.joc.1c01194","mag":"3198689175","pmid":"https://pubmed.ncbi.nlm.nih.gov/34463102"},"language":"en","primary_location":{"id":"doi:10.1021/acs.joc.1c01194","doi":"https://doi.org/10.1021/acs.joc.1c01194","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.1c01194","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5004470604","display_name":"Chaolumen Bai","orcid":"https://orcid.org/0009-0002-7019-3605","observed_orcids":["https://orcid.org/0009-0002-7019-3605"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Chaolumen Bai","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5113841160","display_name":"Huifang Guo","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Huifang Guo","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100352327","display_name":"Xin Liu","orcid":"https://orcid.org/0000-0003-3336-2019","observed_orcids":["https://orcid.org/0000-0003-3336-2019","https://orcid.org/0000-0002-5240-1442","https://orcid.org/0009-0007-1968-5942","https://orcid.org/0000-0002-6660-4486","https://orcid.org/0000-0002-8686-0858"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xin Liu","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100326807","display_name":"Dan Liu","orcid":"https://orcid.org/0000-0001-6555-4037","observed_orcids":["https://orcid.org/0000-0001-6555-4037","https://orcid.org/0009-0007-8727-773X"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Dan Liu","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5015424734","display_name":"Zhaorigetu Sun","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I2722730","display_name":"Inner Mongolia University","ror":"https://ror.org/0106qb496","country_code":"CN","type":"education","lineage":["https://openalex.org/I2722730"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Zhaorigetu Sun","raw_affiliation_strings":["College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010020, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010020, China","institution_ids":["https://openalex.org/I2722730"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5075440492","display_name":"Agula Bao","orcid":"https://orcid.org/0000-0002-7859-9960","observed_orcids":["https://orcid.org/0000-0002-7859-9960"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Agula Bao","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":"https://orcid.org/0000-0002-7859-9960","affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5045136350","display_name":"Menghe Baiyin","orcid":"https://orcid.org/0000-0002-1025-5029","observed_orcids":["https://orcid.org/0000-0002-1025-5029"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Menghe Baiyin","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5029620953","display_name":"Tegshi Muschin","orcid":"https://orcid.org/0000-0002-1571-3738","observed_orcids":["https://orcid.org/0000-0002-1571-3738"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Tegshi Muschin","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5064108348","display_name":"Yong\u2010Sheng Bao","orcid":"https://orcid.org/0000-0002-6686-7171","observed_orcids":["https://orcid.org/0000-0002-6686-7171"]},"institutions":[{"id":"https://openalex.org/I22046295","display_name":"Inner Mongolia Normal University","ror":"https://ror.org/0497ase59","country_code":"CN","type":"education","lineage":["https://openalex.org/I22046295"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Yong-Sheng Bao","raw_affiliation_strings":["College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China"],"raw_orcid":"https://orcid.org/0000-0002-6686-7171","affiliations":[{"raw_affiliation_string":"College of Chemistry and Environmental Science, Inner Mongolia Key Laboratory of Green Catalysis, Inner Mongolia Normal University, Hohhot 010022, China","institution_ids":["https://openalex.org/I22046295"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5015424734","https://openalex.org/A5064108348"],"corresponding_institution_ids":["https://openalex.org/I22046295","https://openalex.org/I2722730"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":0.8622,"has_fulltext":false,"cited_by_count":14,"citation_normalized_percentile":{"value":0.6307091,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":91,"max":97},"biblio":{"volume":"86","issue":"18","first_page":"12664","last_page":"12675"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.9916999936103821,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10548","display_name":"Catalytic Cross-Coupling Reactions","score":0.9916999936103821,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10871","display_name":"Catalytic Alkyne Reactions","score":0.003700000001117587,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10354","display_name":"Catalytic C\u2013H Functionalization Methods","score":0.0017000000225380063,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/carbopalladation","display_name":"carbopalladation","score":0.9539999961853027},{"id":"https://openalex.org/keywords/palladium-catalysis","display_name":"palladium catalysis","score":0.7480000257492065},{"id":"https://openalex.org/keywords/arylboronic-acids","display_name":"arylboronic acids","score":0.8650000095367432},{"id":"https://openalex.org/keywords/aldehydes","display_name":"aldehydes","score":0.9779999852180481},{"id":"https://openalex.org/keywords/intramolecular-michael-addition","display_name":"intramolecular Michael addition","score":0.9179999828338623},{"id":"https://openalex.org/keywords/aromatization","display_name":"aromatization","score":0.9710000157356262},{"id":"https://openalex.org/keywords/palladium-acetate","display_name":"palladium acetate","score":0.7960000038146973},{"id":"https://openalex.org/keywords/green-chemistry","display_name":"green chemistry","score":0.5699999928474426},{"id":"https://openalex.org/keywords/fluorescence","display_name":"fluorescence","score":0.5889999866485596}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9383857250213623},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.7558503746986389},{"id":"https://openalex.org/C2779485729","wikidata":"https://www.wikidata.org/wiki/Q210385","display_name":"Pyridine","level":2,"score":0.7108686566352844},{"id":"https://openalex.org/C502130503","wikidata":"https://www.wikidata.org/wiki/Q1089","display_name":"Palladium","level":3,"score":0.67678302526474},{"id":"https://openalex.org/C2777463227","wikidata":"https://www.wikidata.org/wiki/Q408047","display_name":"Acetonitrile","level":2,"score":0.6736295819282532},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.5717712640762329},{"id":"https://openalex.org/C2779325354","wikidata":"https://www.wikidata.org/wiki/Q698026","display_name":"Aromatization","level":3,"score":0.5495152473449707},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5448858141899109},{"id":"https://openalex.org/C58548122","wikidata":"https://www.wikidata.org/wiki/Q838390","display_name":"Cascade reaction","level":3,"score":0.5211929678916931},{"id":"https://openalex.org/C63338738","wikidata":"https://www.wikidata.org/wiki/Q287862","display_name":"Catalytic cycle","level":3,"score":0.47947821021080017},{"id":"https://openalex.org/C2780471494","wikidata":"https://www.wikidata.org/wiki/Q146505","display_name":"Solvent","level":2,"score":0.4239465892314911},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.35572201013565063},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.3420412540435791},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.32021957635879517}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.joc.1c01194","doi":"https://doi.org/10.1021/acs.joc.1c01194","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.1c01194","pdf_url":null,"source":{"id":"https://openalex.org/S205050996","display_name":"The Journal of Organic Chemistry","issn_l":"0022-3263","issn":["0022-3263","1520-6904"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-a","jufo-2","ki-jl-2","medline","norway-2","poland-140","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of Organic Chemistry","raw_type":"journal-article"},{"id":"pmid:34463102","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/34463102","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"The Journal of organic chemistry","raw_type":"Journal Article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G3167777762","display_name":"\u8d1f\u8f7d\u94af\u7eb3\u7c73\u9897\u7c92\u50ac\u5316\u7ecf\u7531C-H\u6d3b\u5316\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u7814\u7a76","funder_award_id":"21861030","funder_id":"https://openalex.org/F4320321001","funder_display_name":"National Natural Science Foundation of China"}],"funders":[{"id":"https://openalex.org/F4320321001","display_name":"National Natural Science Foundation of China","ror":"https://ror.org/01h0zpd94"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":48,"referenced_works":["https://openalex.org/W1986267883","https://openalex.org/W1986913222","https://openalex.org/W2003192950","https://openalex.org/W2008711050","https://openalex.org/W2008972222","https://openalex.org/W2010429942","https://openalex.org/W2020622514","https://openalex.org/W2034817459","https://openalex.org/W2042104753","https://openalex.org/W2065998871","https://openalex.org/W2069483854","https://openalex.org/W2078176557","https://openalex.org/W2096612928","https://openalex.org/W2104358238","https://openalex.org/W2113371675","https://openalex.org/W2117568853","https://openalex.org/W2122346545","https://openalex.org/W2141144780","https://openalex.org/W2156031290","https://openalex.org/W2166596154","https://openalex.org/W2173811687","https://openalex.org/W2264043452","https://openalex.org/W2322800941","https://openalex.org/W2325394883","https://openalex.org/W2328015706","https://openalex.org/W2340730092","https://openalex.org/W2342487827","https://openalex.org/W2468564801","https://openalex.org/W2520142409","https://openalex.org/W2563887482","https://openalex.org/W2564858020","https://openalex.org/W2590133163","https://openalex.org/W2614709521","https://openalex.org/W2782327081","https://openalex.org/W2785421160","https://openalex.org/W2790752853","https://openalex.org/W2911259970","https://openalex.org/W2934251659","https://openalex.org/W2946547726","https://openalex.org/W2951454144","https://openalex.org/W2974730708","https://openalex.org/W2993404891","https://openalex.org/W2995637699","https://openalex.org/W2998469598","https://openalex.org/W3006660624","https://openalex.org/W3029410267","https://openalex.org/W3147848006","https://openalex.org/W4249035763"],"related_works":["https://openalex.org/W3006660624","https://openalex.org/W2565548008","https://openalex.org/W4402931380","https://openalex.org/W371155726","https://openalex.org/W4229374737","https://openalex.org/W2745176900","https://openalex.org/W1971260576","https://openalex.org/W2950622747","https://openalex.org/W2905752366","https://openalex.org/W2595826905"],"abstract_inverted_index":{"The":[0,65,100],"first":[1],"[3":[2],"+":[3,5],"2":[4],"1]":[6],"methodology":[7],"for":[8,109],"pyridine":[9,112],"skeleton":[10],"synthesis":[11],"via":[12,26,84],"cascade":[13],"carbopalladation/cyclization":[14],"of":[15,36,68],"acetonitrile,":[16,37],"arylboronic":[17],"acids,":[18],"and":[19,48,54,71],"aldehydes":[20],"was":[21],"developed.":[22],"This":[23],"reaction":[24,30,35,60,80],"proceeds":[25],"six":[27],"step":[28],"tandem":[29],"sequences":[31],"involving":[32],"the":[33,69,79,94,111],"carbopalladation":[34],"a":[38,41,85,106],"nucleophilic":[39],"addition,":[40,46],"condensation,":[42],"an":[43],"intramolecular":[44],"Michael":[45],"cyclization,":[47],"aromatization.":[49],"Delightfully,":[50],"both":[51],"palladium":[52,56,74],"acetate":[53],"supported":[55,73],"nanoparticles":[57],"catalyzed":[58],"this":[59],"with":[61,91],"similar":[62],"catalytic":[63,87,103],"performance.":[64],"characterization":[66],"results":[67],"fresh":[70],"used":[72],"nanoparticle":[75],"catalysts":[76],"indicated":[77],"that":[78,89],"might":[81],"be":[82],"performed":[83],"Pd(0)/Pd(II)":[86],"cycle":[88],"began":[90],"Pd(0).":[92],"Furthermore,":[93],"products":[95],"showed":[96],"good":[97],"fluorescence":[98],"characteristics.":[99],"green":[101],"homogeneous/heterogenous":[102],"methodologies":[104],"pave":[105],"new":[107],"way":[108],"constructing":[110],"skeleton.":[113]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":4},{"year":2024,"cited_by_count":3},{"year":2023,"cited_by_count":2},{"year":2022,"cited_by_count":4}],"updated_date":"2026-10-16T09:59:22.235173","created_date":"2021-09-13T00:00:00"}