Expeditious and solvent-free nickel-catalyzed C−H arylation of arenes and indoles

TitleExpeditious and solvent-free nickel-catalyzed C−H arylation of arenes and indoles
Publication TypeJournal Article
Year of Publication2017
AuthorsJagtap, RA, Soni, V, Punji, B
JournalChemSusChem
Volume10
Issue10
Pagination2242-2248
Date PublishedAPR
Type of ArticleArticle
Abstract

An efficient solvent-free nickel-catalyzed method for C−H bond arylation of arenes and indoles has been developed, which proceeds expeditiously through chelation assistance. The reaction is highly selective for mono-arylation and tolerates sensitive and structurally diverse functionalities, such as halides, ethers, amines, indole, pyrrole and carbazole. This reaction represents the first example of a nickel-catalyzed C−H arylation by monochelate assistance and symbolizes a rare precedent in solvent-free C−H arylation. Mechanistic investigations by various controlled reactions, kinetic studies, and deuterium labeling experiments suggest that the arylation follows a single electron transfer (SET) pathway involving the turnover-limiting C−H nickelation process.

DOI10.1002/cssc.201700321
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

7.116

Divison category: 
Center for Material Characterization (CMC)