Visible-light-promoted synthesis of imidazo[1,5-a]indole-3-ones via cascade carbene N-H insertion and oxidative
Shou-Yang Tang1, Qian-Qian Sang1, Ze-Le Chen1
1Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei, Anhui 230601, People's Republic of China. baogui@ahu.edu.cn.
Abstract:
A visible-light-induced, transition-metal-free cascade reaction of indole-1-carboxamides with aryl diazoacetates has been developed, providing efficient access to imidazo[1,5-a]indole-3-ones. The transformation proceeds via sequential carbene N-H insertion, base-promoted intramolecular cyclization, and oxygen-mediated oxidative aromatization, in a concise one-pot, two-step process. This protocol features mild conditions and good functional group tolerance, enabling late-stage diversification of bioactive fragments.
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