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Aminoguanidine-Catalyzed Reductive Cyclization of o-Phenylenediamines with CO<sub>2</sub> in the Presence of Triethoxysilane

Yulin Sun, Ke Gao

2023The Journal of Organic Chemistry12 citationsDOI

Abstract

An inexpensive and efficient aminoguanidine-catalyzed reductive cyclization of o -phenylenediamines with CO 2 in the presence of triethoxysilane is described. Various functionalized benzimidazoles, benzoxazole, and benzothiazole were synthesized in high yields. Mechanistic studies indicate that formic acid as a cocatalyst promotes the cyclization reaction.

Topics & Concepts

TriethoxysilaneBenzothiazoleBenzoxazoleCatalysisChemistryFormic acidCombinatorial chemistryMedicinal chemistryOrganic chemistryCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisCO2 Reduction Techniques and Catalysts
Aminoguanidine-Catalyzed Reductive Cyclization of o-Phenylenediamines with CO<sub>2</sub> in the Presence of Triethoxysilane | Litcius