化学
光催化
分子内力
光化学
键裂
吲哚试验
氧气
催化作用
分子间力
激进的
级联反应
分子内反应
劈理(地质)
有机化学
光催化
分子
工程类
岩土工程
断裂(地质)
作者
Shaoqun Zhu,Arindam Das,Lan Bui,Hanjun Zhou,Dennis P. Curran,Magnus Rueping
摘要
Visible light photoredox catalyzed inter- and intramolecular C–H functionalization reactions of tertiary amines have been developed. Oxygen was found to act as chemical switch to trigger two different reaction pathways and to obtain two different types of products from the same starting material. In the absence of oxygen, the intermolecular addition of N,N-dimethyl-anilines to electron-deficient alkenes provided γ-amino nitriles in good to high yields. In the presence of oxygen, a radical addition/cyclization reaction occurred which resulted in the formation of tetrahydroquinoline derivatives in good yields under mild reaction conditions. The intramolecular version of the radical addition led to the unexpected formation of indole-3-carboxaldehyde derivatives. Mechanistic investigations of this reaction cascade uncovered a new photoredox catalyzed C–C bond cleavage reaction.
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