{"id":"https://openalex.org/W4297206794","doi":"https://doi.org/10.1021/acs.joc.2c01609","title":"Electrochemical Synthesis of Polysubstituted Sulfonated Pyrazoles via Cascade Intermolecular Condensation, Radical\u2013Radical Cross Coupling Sulfonylation, and Pyrazole Annulation","display_name":"Electrochemical Synthesis of Polysubstituted Sulfonated Pyrazoles via Cascade Intermolecular Condensation, Radical\u2013Radical Cross Coupling Sulfonylation, and Pyrazole Annulation","publication_year":2022,"publication_date":"2022-09-27","ids":{"openalex":"https://openalex.org/W4297206794","doi":"https://doi.org/10.1021/acs.joc.2c01609","pmid":"https://pubmed.ncbi.nlm.nih.gov/36166815"},"language":"en","primary_location":{"id":"doi:10.1021/acs.joc.2c01609","doi":"https://doi.org/10.1021/acs.joc.2c01609","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.2c01609","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/A5008950460","display_name":"Jiajun Feng","orcid":"https://orcid.org/0000-0003-4424-0287","observed_orcids":["https://orcid.org/0000-0003-4424-0287"]},"institutions":[{"id":"https://openalex.org/I134687103","display_name":"Nanjing Tech University","ror":"https://ror.org/03sd35x91","country_code":"CN","type":"education","lineage":["https://openalex.org/I134687103"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Jiajun Feng","raw_affiliation_strings":["School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China","institution_ids":["https://openalex.org/I134687103"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5100669044","display_name":"Yuzhi Wang","orcid":"https://orcid.org/0000-0001-8671-0254","observed_orcids":["https://orcid.org/0000-0001-8671-0254"]},"institutions":[{"id":"https://openalex.org/I134687103","display_name":"Nanjing Tech University","ror":"https://ror.org/03sd35x91","country_code":"CN","type":"education","lineage":["https://openalex.org/I134687103"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Yuzhi Wang","raw_affiliation_strings":["School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China","institution_ids":["https://openalex.org/I134687103"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5022951057","display_name":"Luoyu Gao","orcid":"https://orcid.org/0009-0007-3163-4291","observed_orcids":["https://orcid.org/0009-0007-3163-4291"]},"institutions":[{"id":"https://openalex.org/I134687103","display_name":"Nanjing Tech University","ror":"https://ror.org/03sd35x91","country_code":"CN","type":"education","lineage":["https://openalex.org/I134687103"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Luoyu Gao","raw_affiliation_strings":["School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China","institution_ids":["https://openalex.org/I134687103"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5076800961","display_name":"Yang Yu","orcid":"https://orcid.org/0000-0001-5922-1164","observed_orcids":["https://orcid.org/0000-0001-5922-1164"]},"institutions":[{"id":"https://openalex.org/I134687103","display_name":"Nanjing Tech University","ror":"https://ror.org/03sd35x91","country_code":"CN","type":"education","lineage":["https://openalex.org/I134687103"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Yang Yu","raw_affiliation_strings":["School of Environmental Science and Engineering, Nanjing Tech University, Nanjing 211816, PR China"],"raw_orcid":"https://orcid.org/0000-0001-5922-1164","affiliations":[{"raw_affiliation_string":"School of Environmental Science and Engineering, Nanjing Tech University, Nanjing 211816, PR China","institution_ids":["https://openalex.org/I134687103"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5040184200","display_name":"Jonathan B. Baell","orcid":"https://orcid.org/0000-0003-2114-8242","observed_orcids":["https://orcid.org/0000-0003-2114-8242"]},"institutions":[{"id":"https://openalex.org/I134687103","display_name":"Nanjing Tech University","ror":"https://ror.org/03sd35x91","country_code":"CN","type":"education","lineage":["https://openalex.org/I134687103"]},{"id":"https://openalex.org/I56590836","display_name":"Monash University","ror":"https://ror.org/02bfwt286","country_code":"AU","type":"education","lineage":["https://openalex.org/I56590836"]}],"countries":["AU","CN"],"is_corresponding":true,"raw_author_name":"Jonathan B. Baell","raw_affiliation_strings":["Medicinal Chemistry Theme, Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Victoria 3052, Australia","School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China"],"raw_orcid":"https://orcid.org/0000-0003-2114-8242","affiliations":[{"raw_affiliation_string":"Medicinal Chemistry Theme, Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Victoria 3052, Australia","institution_ids":["https://openalex.org/I56590836"]},{"raw_affiliation_string":"School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China","institution_ids":["https://openalex.org/I134687103"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5075411298","display_name":"Fei Huang","orcid":"https://orcid.org/0000-0002-5290-2490","observed_orcids":["https://orcid.org/0000-0002-5290-2490"]},"institutions":[{"id":"https://openalex.org/I134687103","display_name":"Nanjing Tech University","ror":"https://ror.org/03sd35x91","country_code":"CN","type":"education","lineage":["https://openalex.org/I134687103"]},{"id":"https://openalex.org/I152031979","display_name":"Nanjing Normal University","ror":"https://ror.org/036trcv74","country_code":"CN","type":"education","lineage":["https://openalex.org/I152031979"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Fei Huang","raw_affiliation_strings":["School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, PR China","School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China"],"raw_orcid":"https://orcid.org/0000-0002-5290-2490","affiliations":[{"raw_affiliation_string":"School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, PR China","institution_ids":["https://openalex.org/I152031979"]},{"raw_affiliation_string":"School of Pharmaceutical Sciences, Nanjing Tech University, Nanjing 211816, PR China","institution_ids":["https://openalex.org/I134687103"]}]}],"institutions":[],"countries_distinct_count":2,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5040184200","https://openalex.org/A5075411298"],"corresponding_institution_ids":["https://openalex.org/I134687103","https://openalex.org/I152031979","https://openalex.org/I56590836"],"apc_list":{"value":5000,"currency":"USD","value_usd":5000},"apc_paid":null,"fwci":2.7846,"has_fulltext":false,"cited_by_count":33,"citation_normalized_percentile":{"value":0.92258551,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":95,"max":99},"biblio":{"volume":"87","issue":"19","first_page":"13138","last_page":"13153"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10701","display_name":"Radical Photochemical Reactions","score":0.5458999872207642,"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/T10701","display_name":"Radical Photochemical Reactions","score":0.5458999872207642,"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/T12189","display_name":"Sulfur-Based Synthesis Techniques","score":0.44699999690055847,"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/T13208","display_name":"Synthesis of heterocyclic compounds","score":0.0007999999797903001,"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/electrochemical-synthesis","display_name":"electrochemical synthesis","score":0.8259999752044678},{"id":"https://openalex.org/keywords/enaminones","display_name":"enaminones","score":0.8009999990463257},{"id":"https://openalex.org/keywords/sulfonyl-hydrazides","display_name":"sulfonyl hydrazides","score":0.996999979019165},{"id":"https://openalex.org/keywords/cascade-reactions","display_name":"cascade reactions","score":0.6549999713897705},{"id":"https://openalex.org/keywords/radical-radical-cross-coupling","display_name":"radical-radical cross-coupling","score":0.843999981880188},{"id":"https://openalex.org/keywords/sulfonylation","display_name":"sulfonylation","score":0.8420000076293945},{"id":"https://openalex.org/keywords/metal-free-synthesis","display_name":"metal-free synthesis","score":0.7120000123977661},{"id":"https://openalex.org/keywords/gram-scale-synthesis","display_name":"gram-scale synthesis","score":0.6660000085830688},{"id":"https://openalex.org/keywords/reaction-mechanism","display_name":"reaction mechanism","score":0.843999981880188}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8296840190887451},{"id":"https://openalex.org/C87906975","wikidata":"https://www.wikidata.org/wiki/Q899114","display_name":"Sulfonyl","level":3,"score":0.7499719858169556},{"id":"https://openalex.org/C7512685","wikidata":"https://www.wikidata.org/wiki/Q529093","display_name":"Annulation","level":3,"score":0.7292439937591553},{"id":"https://openalex.org/C2777682936","wikidata":"https://www.wikidata.org/wiki/Q408908","display_name":"Pyrazole","level":2,"score":0.7117998003959656},{"id":"https://openalex.org/C52859227","wikidata":"https://www.wikidata.org/wiki/Q7877","display_name":"Electrochemistry","level":3,"score":0.6081321239471436},{"id":"https://openalex.org/C20327893","wikidata":"https://www.wikidata.org/wiki/Q7280479","display_name":"Radical cyclization","level":2,"score":0.536637544631958},{"id":"https://openalex.org/C2781076698","wikidata":"https://www.wikidata.org/wiki/Q718074","display_name":"Aryl","level":3,"score":0.5045284032821655},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.4911355674266815},{"id":"https://openalex.org/C2780263894","wikidata":"https://www.wikidata.org/wiki/Q335268","display_name":"Alkyl","level":2,"score":0.4785631000995636},{"id":"https://openalex.org/C166950319","wikidata":"https://www.wikidata.org/wiki/Q245031","display_name":"Intermolecular force","level":3,"score":0.45732346177101135},{"id":"https://openalex.org/C48424934","wikidata":"https://www.wikidata.org/wiki/Q898912","display_name":"Coupling reaction","level":3,"score":0.4210277497768402},{"id":"https://openalex.org/C102931765","wikidata":"https://www.wikidata.org/wiki/Q189673","display_name":"Dissociation (chemistry)","level":2,"score":0.4180598855018616},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.34824806451797485},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.3317793011665344},{"id":"https://openalex.org/C32909587","wikidata":"https://www.wikidata.org/wiki/Q11369","display_name":"Molecule","level":2,"score":0.15404000878334045},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.12935596704483032},{"id":"https://openalex.org/C17525397","wikidata":"https://www.wikidata.org/wiki/Q176140","display_name":"Electrode","level":2,"score":0.0},{"id":"https://openalex.org/C147789679","wikidata":"https://www.wikidata.org/wiki/Q11372","display_name":"Physical chemistry","level":1,"score":0.0}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1021/acs.joc.2c01609","doi":"https://doi.org/10.1021/acs.joc.2c01609","is_oa":false,"landing_page_url":"https://doi.org/10.1021/acs.joc.2c01609","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:36166815","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/36166815","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/G764141086","display_name":null,"funder_award_id":"21901124","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":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":88,"referenced_works":["https://openalex.org/W1585610327","https://openalex.org/W1975855896","https://openalex.org/W1981869245","https://openalex.org/W1983881030","https://openalex.org/W2002173873","https://openalex.org/W2004998386","https://openalex.org/W2028008815","https://openalex.org/W2030418427","https://openalex.org/W2031780387","https://openalex.org/W2033498682","https://openalex.org/W2040820817","https://openalex.org/W2062763066","https://openalex.org/W2064460437","https://openalex.org/W2066808568","https://openalex.org/W2086680502","https://openalex.org/W2089361045","https://openalex.org/W2115307628","https://openalex.org/W2235971351","https://openalex.org/W2290600413","https://openalex.org/W2310460235","https://openalex.org/W2312392951","https://openalex.org/W2317732967","https://openalex.org/W2318953729","https://openalex.org/W2323998197","https://openalex.org/W2330314364","https://openalex.org/W2334994621","https://openalex.org/W2346034414","https://openalex.org/W2346652445","https://openalex.org/W2509288685","https://openalex.org/W2528074681","https://openalex.org/W2552289982","https://openalex.org/W2558330826","https://openalex.org/W2589449156","https://openalex.org/W2592405192","https://openalex.org/W2620351853","https://openalex.org/W2645425875","https://openalex.org/W2730705618","https://openalex.org/W2743067329","https://openalex.org/W2760033459","https://openalex.org/W2766273258","https://openalex.org/W2766737656","https://openalex.org/W2769290086","https://openalex.org/W2789681487","https://openalex.org/W2789800993","https://openalex.org/W2805292421","https://openalex.org/W2808007524","https://openalex.org/W2808882701","https://openalex.org/W2884178081","https://openalex.org/W2889475058","https://openalex.org/W2894019625","https://openalex.org/W2914645190","https://openalex.org/W2949762596","https://openalex.org/W2953409180","https://openalex.org/W2955106240","https://openalex.org/W2955136550","https://openalex.org/W2982348217","https://openalex.org/W2989850761","https://openalex.org/W2990675461","https://openalex.org/W2995073296","https://openalex.org/W2999249486","https://openalex.org/W3005289798","https://openalex.org/W3007128693","https://openalex.org/W3011526464","https://openalex.org/W3035833146","https://openalex.org/W3047191410","https://openalex.org/W3091517222","https://openalex.org/W3095306805","https://openalex.org/W3095321479","https://openalex.org/W3107055204","https://openalex.org/W3111058115","https://openalex.org/W3116504074","https://openalex.org/W3119443370","https://openalex.org/W3120277582","https://openalex.org/W3129484162","https://openalex.org/W3140749310","https://openalex.org/W3144693553","https://openalex.org/W3158540206","https://openalex.org/W3175488815","https://openalex.org/W3175989198","https://openalex.org/W3182246087","https://openalex.org/W3190684979","https://openalex.org/W3216658944","https://openalex.org/W4200039243","https://openalex.org/W4200114748","https://openalex.org/W4212996924","https://openalex.org/W4213093036","https://openalex.org/W4224288525","https://openalex.org/W4285498250"],"related_works":["https://openalex.org/W4399233991","https://openalex.org/W4381610147","https://openalex.org/W4404780653","https://openalex.org/W4415356303","https://openalex.org/W7163383264","https://openalex.org/W4283715884","https://openalex.org/W4405981683","https://openalex.org/W7203500482","https://openalex.org/W7165130782","https://openalex.org/W3125766452"],"abstract_inverted_index":{"Electrochemical":[0],"synthesis":[1,93],"of":[2,22,64,80,94,102],"polysubstituted":[3,95],"sulfonated":[4,47,71,96],"pyrazoles":[5,48,97],"from":[6],"enaminones":[7,30,35],"and":[8,16,62,109],"sulfonyl":[9,40],"hydrazides":[10,41],"was":[11],"established":[12],"under":[13],"metal-free,":[14],"exogenous-oxidant-free,":[15],"mild":[17],"conditions.":[18],"By":[19],"judicious":[20],"choice":[21],"different":[23],"electrochemical":[24,57,90],"reaction":[25,92],"conditions,":[26],"NH":[27,72],"2":[28],"-functionalized":[29],"or":[31,45],"N,":[32],"N":[33,82],"-disubstituted":[34],"can":[36,74],"react":[37],"with":[38],"aryl/alkyl":[39],"to":[42,51],"afford":[43],"tetra-":[44],"trisubstituted":[46],"in":[49],"moderate":[50],"good":[52],"yields,":[53],"respectively.":[54],"The":[55],"gram-scale":[56],"transformation":[58],"demonstrated":[59],"the":[60,70,78,81,89,100],"efficiency":[61],"practicability":[63],"this":[65],"synthetic":[66],"strategy.":[67],"In":[68],"addition,":[69],"-pyrazole":[73],"be":[75],"obtained":[76],"via":[77,99],"dissociation":[79],"-tosyl":[83],"group.":[84],"Mechanistic":[85],"studies":[86],"reveal":[87],"that":[88],"cascade":[91],"proceeded":[98],"sequence":[101],"intermolecular":[103],"condensation,":[104],"radical\u2013radical":[105],"cross":[106],"coupling":[107],"sulfonylation,":[108],"pyrazole":[110],"annulation.":[111]},"counts_by_year":[{"year":2026,"cited_by_count":3},{"year":2025,"cited_by_count":3},{"year":2024,"cited_by_count":13},{"year":2023,"cited_by_count":14}],"updated_date":"2026-08-28T12:50:07.497085","created_date":"2022-09-27T00:00:00"}
