Dearomatization of Indoles via Azido Radical Addition and Dioxygen Trapping To Access 2‑Azidoindolin-3-ols
Meng-Meng Xu†, Wen-Bin Cao†, Rao Ding†, Hai-Yan Li‡, Xiao-Ping Xu*,†(徐小平),and Shun-Jun Ji*,†(纪顺俊)
†Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology and ‡Analysis and Testing Center, Soochow University, Suzhou, Jiangsu 215123, China
Org. Lett. 2019, 21, 6217--6220
Efficient copper-catalyzed aerobic oxidative dearomatization of indoles with trimethylsilyl azide (TMSN3) for the synthesis of 2-azidoindolin-3-ols has been developed. Molecular oxygen served as the oxygen-atom source in this transformation. The multicomponent reaction is appreciated by its high site- and diastereoselectivity, broad substrate scope, and mild conditions at room temperature.
链接:https://pubs.acs.org/doi/10.1021/acs.orglett.9b02009