{"title":"Electrochemical domino sulfonylation/dearomative ipso-annulation of 2-alkynyl biaryls to access spiro(indenyl)cyclohexadienones","authors":"Chada Raji Reddy, Karna Nair, Puthiya P Vinaya, Uprety Ajaykumar, Rene Gree","doi":"10.1002/ejoc.202400990","DOIUrl":null,"url":null,"abstract":"Herein, we present an efficient strategy for the synthesis of spiro(indenyl)cyclohexadienones through radical-promoted reaction of 2-alkynyl biaryls with sodium sulfinates under electrochemical conditions. The reaction involves sulfonylation and dearomative ipso-cyclisation in a domino fashion. This approach features the use of readily accessible precursors, wide functional group tolerance and external oxidant-free reaction conditions. The practicality of the method was also illustrated by scale-up reaction and further diversification of the product","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.5000,"publicationDate":"2024-10-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202400990","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Herein, we present an efficient strategy for the synthesis of spiro(indenyl)cyclohexadienones through radical-promoted reaction of 2-alkynyl biaryls with sodium sulfinates under electrochemical conditions. The reaction involves sulfonylation and dearomative ipso-cyclisation in a domino fashion. This approach features the use of readily accessible precursors, wide functional group tolerance and external oxidant-free reaction conditions. The practicality of the method was also illustrated by scale-up reaction and further diversification of the product
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.