Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 16, Pages 3442-3446Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000385
Keywords
copper-mediated; three-component; benzimidazoles; Chan-Evans-Lam coupling; C-H amination
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Funding
- China Postdoctoral Science Foundation [2018M643360]
- National Natural Science Foundation of China [21572230, 81425021, 81673285, 81820108029]
- Guangdong Province [2015A030312014, 2018B030337001]
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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.
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