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Copper-Catalyzed Dearomatization Reaction via α-Imino Copper Carbenes
Jiao Miao1, Zu-Xin Yu2, Chong-Yang Shi1
1Yunnan Key Laboratory of Modern Separation Analysis and Substance Transformation, College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, China.
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The generation of α-imino metal carbenes from readily available alkynes via nitrene transfer has emerged as an important advancement in carbene chemistry, but current methodologies remain constrained to noble-metal catalysts. Additionally, the dearomatization involving α-imino metal carbenes has not been unexplored. In this study, we disclose a copper-catalyzed dearomatization reaction of azides with ynamide-phenol derivatives via α-imino copper carbenes. This protocol enables the practical synthesis of various valuable 1H-pyrido[2,3-b]indoles in generally excellent yields with a broad substrate scope.
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