{"id":"https://openalex.org/W4310172013","doi":"https://doi.org/10.1016/j.mencom.2022.11.007","title":"Acyl-tetrahydroindolyl-capped 1,3-diynes in oxidative [4 + 2]-cycloaddition with benzylamine: a one-pot access to 2-acyl-6-phenyl-5-tetrahydroindolylpyridines","display_name":"Acyl-tetrahydroindolyl-capped 1,3-diynes in oxidative [4 + 2]-cycloaddition with benzylamine: a one-pot access to 2-acyl-6-phenyl-5-tetrahydroindolylpyridines","publication_year":2022,"publication_date":"2022-11-01","ids":{"openalex":"https://openalex.org/W4310172013","doi":"https://doi.org/10.1016/j.mencom.2022.11.007"},"language":"en","primary_location":{"id":"doi:10.1016/j.mencom.2022.11.007","doi":"https://doi.org/10.1016/j.mencom.2022.11.007","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.mencom.2022.11.007","pdf_url":null,"source":{"id":"https://openalex.org/S19676749","display_name":"Mendeleev Communications","issn_l":"0959-9436","issn":["0959-9436","1364-551X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-70","russia-white-list-1"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Mendeleev Communications","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"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/A5055149750","display_name":"Elena F. Sagitova","orcid":"https://orcid.org/0000-0001-6590-9096","observed_orcids":["https://orcid.org/0000-0001-6590-9096"]},"institutions":[{"id":"https://openalex.org/I4210098151","display_name":"A.E. Favorsky Irkutsk Institute of Chemistry","ror":"https://ror.org/00verxq29","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210098151","https://openalex.org/I4210145551"]},{"id":"https://openalex.org/I4210127387","display_name":"Siberian Branch of the Russian Academy of Sciences","ror":"https://ror.org/02frkq021","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210127387"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Elena F. Sagitova","raw_affiliation_strings":["A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation","institution_ids":["https://openalex.org/I4210098151","https://openalex.org/I4210127387"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5050374564","display_name":"Denis N. Tomilin","orcid":"https://orcid.org/0000-0001-8877-5799","observed_orcids":["https://orcid.org/0000-0001-8877-5799"]},"institutions":[{"id":"https://openalex.org/I4210098151","display_name":"A.E. Favorsky Irkutsk Institute of Chemistry","ror":"https://ror.org/00verxq29","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210098151","https://openalex.org/I4210145551"]},{"id":"https://openalex.org/I4210127387","display_name":"Siberian Branch of the Russian Academy of Sciences","ror":"https://ror.org/02frkq021","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210127387"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Denis N. Tomilin","raw_affiliation_strings":["A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation","institution_ids":["https://openalex.org/I4210098151","https://openalex.org/I4210127387"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5091770121","display_name":"Lyubov Nikolaevna Sobenina","orcid":"https://orcid.org/0000-0003-2087-5931","observed_orcids":["https://orcid.org/0000-0003-2087-5931"]},"institutions":[{"id":"https://openalex.org/I4210098151","display_name":"A.E. Favorsky Irkutsk Institute of Chemistry","ror":"https://ror.org/00verxq29","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210098151","https://openalex.org/I4210145551"]},{"id":"https://openalex.org/I4210127387","display_name":"Siberian Branch of the Russian Academy of Sciences","ror":"https://ror.org/02frkq021","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210127387"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Lyubov N. Sobenina","raw_affiliation_strings":["A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation","institution_ids":["https://openalex.org/I4210098151","https://openalex.org/I4210127387"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5040945038","display_name":"Igor Alekseevich Ushakov","orcid":"https://orcid.org/0000-0003-0176-1699","observed_orcids":["https://orcid.org/0000-0003-0176-1699"]},"institutions":[{"id":"https://openalex.org/I4210098151","display_name":"A.E. Favorsky Irkutsk Institute of Chemistry","ror":"https://ror.org/00verxq29","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210098151","https://openalex.org/I4210145551"]},{"id":"https://openalex.org/I4210127387","display_name":"Siberian Branch of the Russian Academy of Sciences","ror":"https://ror.org/02frkq021","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210127387"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Igor A. Ushakov","raw_affiliation_strings":["A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation","institution_ids":["https://openalex.org/I4210098151","https://openalex.org/I4210127387"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5017652299","display_name":"\u041a\u043e\u043d\u0441\u0442\u0430\u043d\u0442\u0438\u043d \u0410\u043d\u0430\u0442\u043e\u043b\u044c\u0435\u0432\u0438\u0447 \u0410\u043f\u0430\u0440\u0446\u0438\u043d","orcid":"https://orcid.org/0000-0003-0577-9001","observed_orcids":["https://orcid.org/0000-0003-0577-9001"]},"institutions":[{"id":"https://openalex.org/I4210127387","display_name":"Siberian Branch of the Russian Academy of Sciences","ror":"https://ror.org/02frkq021","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210127387"]}],"countries":["RU"],"is_corresponding":false,"raw_author_name":"Konstantin A. Apartsin","raw_affiliation_strings":["Biomedical Research and Technology Department of the Irkutsk Scientific Center, Siberian Branch of the Russian Academy of Sciences, 664003 Irkutsk, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Biomedical Research and Technology Department of the Irkutsk Scientific Center, Siberian Branch of the Russian Academy of Sciences, 664003 Irkutsk, Russian Federation","institution_ids":["https://openalex.org/I4210127387"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5052545953","display_name":"Boris Aleksandrovich Trofimov","orcid":"https://orcid.org/0000-0002-0430-3215","observed_orcids":["https://orcid.org/0000-0002-0430-3215","https://orcid.org/0000-0002-1401-2438"]},"institutions":[{"id":"https://openalex.org/I4210098151","display_name":"A.E. Favorsky Irkutsk Institute of Chemistry","ror":"https://ror.org/00verxq29","country_code":"RU","type":"facility","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210098151","https://openalex.org/I4210145551"]},{"id":"https://openalex.org/I4210127387","display_name":"Siberian Branch of the Russian Academy of Sciences","ror":"https://ror.org/02frkq021","country_code":"RU","type":"government","lineage":["https://openalex.org/I1313323035","https://openalex.org/I4210127387"]}],"countries":["RU"],"is_corresponding":true,"raw_author_name":"Boris A. Trofimov","raw_affiliation_strings":["A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation","institution_ids":["https://openalex.org/I4210098151","https://openalex.org/I4210127387"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5052545953"],"corresponding_institution_ids":["https://openalex.org/I4210098151","https://openalex.org/I4210127387"],"apc_list":{"value":3000,"currency":"USD","value_usd":3000},"apc_paid":null,"fwci":0.0924,"has_fulltext":false,"cited_by_count":1,"citation_normalized_percentile":{"value":0.18011939,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":88,"max":93},"biblio":{"volume":"32","issue":"6","first_page":"729","last_page":"731"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T12973","display_name":"Synthesis of Indole Derivatives","score":0.5400000214576721,"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/T12973","display_name":"Synthesis of Indole Derivatives","score":0.5400000214576721,"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":0.16580000519752502,"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":0.057100001722574234,"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/1-3-diynes","display_name":"1,3-diynes","score":0.9049999713897705},{"id":"https://openalex.org/keywords/benzylamine","display_name":"benzylamine","score":0.9779999852180481},{"id":"https://openalex.org/keywords/cross-coupling","display_name":"cross-coupling","score":0.7310000061988831},{"id":"https://openalex.org/keywords/dabco","display_name":"DABCO","score":0.5230000019073486},{"id":"https://openalex.org/keywords/one-pot-synthesis","display_name":"one-pot synthesis","score":0.8709999918937683}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.9719945192337036},{"id":"https://openalex.org/C2776276205","wikidata":"https://www.wikidata.org/wiki/Q424000","display_name":"Benzylamine","level":2,"score":0.9220183491706848},{"id":"https://openalex.org/C2779664164","wikidata":"https://www.wikidata.org/wiki/Q898648","display_name":"Cycloaddition","level":3,"score":0.849672794342041},{"id":"https://openalex.org/C2775995839","wikidata":"https://www.wikidata.org/wiki/Q423673","display_name":"DABCO","level":3,"score":0.698235809803009},{"id":"https://openalex.org/C57600042","wikidata":"https://www.wikidata.org/wiki/Q227564","display_name":"Oxidative phosphorylation","level":2,"score":0.5460049510002136},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.5324360728263855},{"id":"https://openalex.org/C2780014951","wikidata":"https://www.wikidata.org/wiki/Q9189959","display_name":"Acyl chloride","level":3,"score":0.4359275698661804},{"id":"https://openalex.org/C157777378","wikidata":"https://www.wikidata.org/wiki/Q41716","display_name":"Boiling","level":2,"score":0.42830953001976013},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.3774024248123169},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.3749001920223236},{"id":"https://openalex.org/C2778695967","wikidata":"https://www.wikidata.org/wiki/Q44791900","display_name":"Chloride","level":2,"score":0.10461130738258362},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1016/j.mencom.2022.11.007","doi":"https://doi.org/10.1016/j.mencom.2022.11.007","is_oa":false,"landing_page_url":"https://doi.org/10.1016/j.mencom.2022.11.007","pdf_url":null,"source":{"id":"https://openalex.org/S19676749","display_name":"Mendeleev Communications","issn_l":"0959-9436","issn":["0959-9436","1364-551X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-c","jufo-1","norway-1","poland-70","russia-white-list-1"],"host_organization":"https://openalex.org/P4310320990","host_organization_name":"Elsevier BV","host_organization_lineage":["https://openalex.org/P4310320990"],"host_organization_lineage_names":["Elsevier BV"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Mendeleev Communications","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":22,"referenced_works":["https://openalex.org/W1542218765","https://openalex.org/W1948672809","https://openalex.org/W1988210296","https://openalex.org/W2024906154","https://openalex.org/W2037432429","https://openalex.org/W2092126196","https://openalex.org/W2096058631","https://openalex.org/W2178249296","https://openalex.org/W2335666982","https://openalex.org/W2338981236","https://openalex.org/W2725394568","https://openalex.org/W2740603597","https://openalex.org/W2900186311","https://openalex.org/W2902457866","https://openalex.org/W2921945115","https://openalex.org/W2950559188","https://openalex.org/W2950911207","https://openalex.org/W2951103361","https://openalex.org/W2990588893","https://openalex.org/W3022826766","https://openalex.org/W4210871722","https://openalex.org/W4255604777"],"related_works":["https://openalex.org/W2017950612","https://openalex.org/W2061277726","https://openalex.org/W1978147393","https://openalex.org/W2086752463","https://openalex.org/W2966291242","https://openalex.org/W2067419228","https://openalex.org/W2951130669","https://openalex.org/W2952560450","https://openalex.org/W4310605596","https://openalex.org/W2951264344"],"abstract_inverted_index":{"1-Acyl-4-tetrahydroindolyldiynes":[0],"(available":[1],"from":[2],"cross-coupling":[3],"of":[4,29],"4,5,6,7-tetrahydroindole":[5],"with":[6,11],"1-acyl-4-bromo-1,3-diynes)":[7],"undergo":[8],"oxidative":[9],"[4+2]-cycloaddition":[10],"benzylamine":[12],"in":[13,24,33,39,47],"KOH/DMSO":[14],"or":[15,38],"K3PO4/DMSO":[16],"systems":[17],"(80\u00b0C,":[18],"4":[19],"h)":[20,37,44],"to":[21],"afford":[22],"2-acyl-6-phenyl-5-tetrahydroindolyl-pyridines":[23],"\u223c40%":[25,48],"yields.":[26,49],"Non-catalyzed":[27],"reaction":[28],"the":[30],"same":[31],"reactants":[32],"boiling":[34],"MeOH":[35],"(4":[36],"DABCO/MeCN":[40],"system":[41],"(reflux,":[42],"1":[43],"gives":[45],"3-benzylaminoalk-2-en-4-ynones":[46]},"counts_by_year":[{"year":2024,"cited_by_count":1}],"updated_date":"2026-09-24T07:57:37.273135","created_date":"2022-11-30T00:00:00"}
