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Cu-Catalyzed Regioselective C-H Alkylation of Benzimidazoles with Aromatic Alkenes.

Authors :
He YT
Mao YJ
Hao HY
Xu ZY
Lou SJ
Xu DQ
Source :
Organic letters [Org Lett] 2020 Nov 06; Vol. 22 (21), pp. 8250-8255. Date of Electronic Publication: 2020 Oct 19.
Publication Year :
2020

Abstract

Herein we report a novel Cu-catalyzed regioselective C2-H alkylation of benzimidazoles with aromatic alkenes. The reaction features exclusive regioselectivity and broad substrate scope in the intermolecular alkylation of benzimidazoles with terminal and internal aromatic alkenes, constituting a modular access toward benzimidazole-containing 1,1-di(hetero)aryl alkanes. The intramolecular C2-H alkylation of benzimidazoles with aromatic alkenes has been achieved in an endo -selective manner. The enantioselective C2 alkylation of benzimidazoles has also been realized with moderate to good stereocontrol.

Details

Language :
English
ISSN :
1523-7052
Volume :
22
Issue :
21
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
33075228
Full Text :
https://doi.org/10.1021/acs.orglett.0c02864