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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.
- 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