Accessing Heterobiaryls through Transition-Metal-Free C–H Functionalization

Banik, Ananya ; Paira, Rupankar ; Shaw, Bikash Kumar ; Vijaykumar, Gonela ; Mandal, Swadhin K. (2018) Accessing Heterobiaryls through Transition-Metal-Free C–H Functionalization Journal of Organic Chemistry, 83 (6). pp. 3236-3244. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/acs.joc.8b00140

Related URL: http://dx.doi.org/10.1021/acs.joc.8b00140

Abstract

Herein we report a transition-metal-free synthetic protocol for heterobiaryls, one of the most important pharmacophores in the modern drug industry, employing a new multidonor phenalenyl (PLY)-based ligand. The current procedure offers a wide substrate scope (24 examples) with a low catalyst loading resulting in an excellent product yield (up to 95%). The reaction mechanism involves a single electron transfer (SET) from a phenalenyl-based radical to generate a reactive heteroaryl radical. To establish the mechanism, we have isolated the catalytically active SET initiator, characterizing by a magnetic study.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:118282
Deposited On:19 May 2021 16:53
Last Modified:19 May 2021 16:53

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