Journal
ORGANIC LETTERS
Volume 18, Issue 24, Pages 6316-6319Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03030
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Funding
- National Natural Science Foundation of China [21473226, 21133011]
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The catalytic construction of benzimidazoles using CO, 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., C-13 NMR) of the reaction intermediates.
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