Copper‐Mediated Diamination of Arylboronic Acids for the Synthesis of 2‐Aryl Benzimidazoles Using Trimethylsilyl Azide as the Amino Sources with Aldehydes. Issue 16 (24th July 2020)

• Record Type: Journal Article
• Authors: Xie, Zeqiang; Zhou, Fengtao; Ding, Ke
• Is Part Of: Advanced synthesis & catalysis. Volume 362:Issue 16(2020)
• Page Start: 3442
• Page End: 3446
• Publication Date: 2020-07-24
• Subjects: copper-mediated -- three-component -- benzimidazoles -- Chan-Evans-Lam coupling -- C−H amination; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202000385
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A direct and versatile copper‐mediated three‐component reaction of arylboronic acids, trimethylsilyl azide and aldehydes for the synthesis of benzimidazoles is reported. The reaction is well tolerated by a wide range of substituted aromatic aldehydes and aromatic boronic acids to produce the corresponding benzimidazoles in moderate to high yields. Mechanism investigations demonstrated that copper‐promoted Chan‐Evans‐Lam coupling, C−H amination, and oxidative cycloaddition are involved in the tandem processes. Abstract :