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Oxidative three-component 1,2-alkylarylation of alkenes with alkyl nitriles and N-heteroarenes

Author:
Ouyang, Xuan-Hui, Hu, Ming, Song, Ren-Jie, Li, Jin-Heng
Source:
Chemical communications 2018 v.54 no.87 pp. 12345-12348
ISSN:
1364-548X
Subject:
alkenes, chemical bonding, chemical reactions, indoles, nitriles, pyridines, pyrroles, quinolones
Abstract:
An indium-promoted intermolecular oxidative 1,2-alkylarylation of alkenes with alkyl nitriles and N-heteroarenes enabled by C(sp³)–H/C(sp²)–H functionalization is presented. This oxidative radical strategy allows the formation of two new C–C bonds through transformations of two different C–H bonds across the alkenes in a controlled single-step manner, and offers a general, highly atom-economic route for the production of new functionalized N-heteroarenes, including indoles, pyrrolo[2,3-b]pyridine, pyrrolo[3,2,1-ij]quinolone and pyrroles.
Agid:
6192358