CO2 as a C1 Source: B(C6F5)3‑Catalyzed Cyclization of o‑Phenylene-diamines To Construct Benzimidazoles in the Presence
of Hydrosilane
Posted on 2016-12-02 - 21:05
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.
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Zhang, Zhenbei; Sun, Qiangsheng; Xia, Chungu; Sun, Wei (2016). CO2 as a C1 Source: B(C6F5)3‑Catalyzed Cyclization of o‑Phenylene-diamines To Construct Benzimidazoles in the Presence
of Hydrosilane. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.6b03030
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AUTHORS (4)
ZZ
Zhenbei Zhang
QS
Qiangsheng Sun
CX
Chungu Xia
WS
Wei Sun