Cooperation of Mn(III)/Brønsted Acid for the Synthesis of Quindoline Derivatives via Dehydroxylation/Azidation/Cyclization Cascade of Diaryl(1H-indol-2-yl)methanols with Trimethylsilyl Azide

Yu Zhou, 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, Soochow University, Suzhou215123, China

Org. Lett., 2019, 21 (7), 2039--2042

A new synthesis of quindoline derivatives promoted by Mn(III)/Brønsted acid via a dehydroxylation/azidation/cyclization cascade of diaryl(1H-indol-2-yl)methanols with trimethylsilyl azide was developed. The reaction features very effective transformation involving two C(sp²)–H and one C(sp³)–O bond cleavages, two C(sp²)–N bonds, and one N-heterocycle formation in a one-pot manner. A series of 11-arylquindolines were synthesized in good yields.

链接：https://pubs.acs.org.ccindex.cn/doi/10.1021/acs.orglett.9b00164