Rhodium(II)-Catalyzed Divergent Dearomative Cyclization of 1,3-Azoles with Cyclopropenes
Meiling Dai1, Xinyu Liu1, Shuai Ma1
1College of Biological and Pharmaceutical Sciences, China Three Gorges University, Hubei Key Laboratory of Natural Products Research and Development, Yichang443002, China.
Abstract:
Herein, we report a rhodium(II)-catalyzed divergent dearomative cyclization of benzimidazoles and benzoxazoles with cyclopropenes that proceeds through a unified azolium ylide mechanism. Scaffold tuning of the 1,3-azole substrates enables two distinct pathways: pyrroloimidazoles from benzimidazoles and benzoxazoloazepines from benzoxazoles. This method features good functional group tolerance and gram-scale scalability, providing straightforward access to two classes of pharmaceutically relevant nitrogen heterocycles.
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