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CO2 as a C1 Source: B(C6F5)3-Catalyzed Cyclization of o-Phenylene-diamines To Construct Benzimidazoles in the Presence of Hydrosilane.

Authors :
Zhenbei Zhang
Qiangsheng Sun
Chungu Xia
Wei Sun
Source :
Organic Letters. Dec2016, Vol. 18 Issue 24, p6316-6319. 4p.
Publication Year :
2016

Abstract

The catalytic construction of benzimidazoles using CO2 as a carbon source represents a facile and sustainable approach to obtaining these valuable compounds. Herein, we describe the B(C6F5)3-catalyzed synthesis of benzimidazoles via cyclization of o-phenylenediamines with CO2 and PhSiH3. This metal-free catalytic route achieves the desired products in high yield under convenient reaction conditions and is applicable to a broad substrate scope. A plausible mechanism for the reaction involving a frustrated Lewis pair pathway is proposed based on spectroscopic characterization (e.g., 13C NMR) of the reaction intermediates. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15237060
Volume :
18
Issue :
24
Database :
Academic Search Index
Journal :
Organic Letters
Publication Type :
Academic Journal
Accession number :
120347271
Full Text :
https://doi.org/10.1021/acs.orglett.6b03030