title: Aniline Dearomatization and Silver-Catalyzed [3+3] Dipolar Cycloaddition: Efficient Construction of Oxocino[4,3,2-cd]indoles from 2-Alkynylanilines and 2-Alkynylbenzaldoximes.
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 oxocino[4,3,2-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.
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433 (China).
authors.forename: Dandan
authors.initials: D
authors.lastname: Han
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433 (China).
authors.forename: Qiuqin
authors.initials: Q
authors.lastname: He
authors.affiliation: Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433 (China). rhfan@fudan.edu.cn.
authors.forename: Renhua
authors.initials: R
authors.lastname: Fan
keywords: cycloaddition; heterocycles; rearrangements; silver; synthetic methods