化学
催化作用
苄胺
铜
氮气
惰性气体
催化循环
氧气
激进的
戒指(化学)
惰性
吲哚试验
自由基环化
光化学
药物化学
有机化学
作者
Yan Li,Rui Wang,Tao Wang,Xiu‐Fen Cheng,Xin Zhou,Fan Fei,Xisheng Wang
标识
DOI:10.1002/anie.201709894
摘要
Abstract A novel radical [1,3]‐nitrogen shift catalyzed by copper diacetate under an oxygen atmosphere (1 atm) has been developed for the construction of a diverse range of indole derivatives from α,α‐disubstituted benzylamine. In this reaction, oxygen was used as a clean terminal oxidant, and water was produced as the only by‐product. Five inert bonds were cleaved, and two C−N bonds and one C−C double bond were constructed in one pot during this transformation. This unique method demonstrated broad application protential for the late‐stage modification of biologically active natural products and drugs. Mechanistic investigations indicate that a unique 4‐ exo ‐trig cyclization of an aminyl radical onto a phenyl ring is involved in the catalytic cycle.
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