Aniline Dearomatization and Silver‐Catalyzed [3+3] Dipolar Cycloaddition: Efficient Construction of Oxocino[4,3,2‐cd]indoles from 2‐Alkynylanilines and 2‐Alkynylbenzaldoximes |
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Authors: | Dandan Han Prof?Dr Qiuqin He Prof?Dr Renhua Fan |
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Institution: | Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433 (China) |
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Abstract: | 2‐Alkynylanilines are attractive starting materials in indole synthesis because of their ready availability. Herein, a one‐pot stepwise procedure is reported for efficient construction of multisubstituted oxocino4,3,2‐cd]indoles from 2‐alkynylanilines and 2‐alkynylbenzaldoximes. The method comprises the oxidative dearomatization of 2‐alkynylanilines, the silver‐catalyzed 3+3] cycloaddition with 2‐alkynylbenzaldoximes, and subsequent thermal radical skeletal rearrangement and aromatization. |
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Keywords: | cycloaddition heterocycles rearrangements silver synthetic methods |
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