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
, （徐小平）, and （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.