Copper-Catalyzed Modular Access to N-Fused Polycyclic Indoles and 5-Aroyl-pyrrol-2-ones via Intramolecular N-H/C-H Annulation with Alkynes:Scope and Mechanism Probes  

作　　者：Yan-Hua Liu Hong Song Chi Zhang Yue-Jin Liu Bing-Feng Shi 

机构地区：[1]Department of Chemistry,Zhejiang University,Hangzhou,Zhejiang 310027,China

出　　处：《Chinese Journal of Chemistry》2020年第12期1545-1552,共8页中国化学（英文版）

基　　金：Financial support from the NSFC(Nos.21925109,21772170);the Out-standing Young Talents of Zhejiang Province High-levelPersonnel of Special Support(No.ZJWR0108);the Fundamental Research Funds for the central UnIversitles(No.2018XZZX001-02)is gratefully acknowledged.

摘　　要：of main observation and concusion Copper-catalyzed intramolecular N-H/C-H annulation with alkynes has been developed.A vaniety ofdensely functionalized heterocycles,such as pyrrolo[1,2-a]indoles,indolo[1,2-c]quinazolin-2-ones,oxazolo[3,4-o]indoles,and imidazo[1.5-o]indoles,eresynthesized in an atom-and step-economical manner,owing to the high modularized feature of aniline moiety te linker moiety,as well as the alkynemoiety.By simply changing the oxidant from di-tert-butyl peroxide(DTBP)to 2,2,6.6-tetramethylpiperidine-1-oxyl(TEMPo)the reacton could readily betransformed to the aminooxygenation pathway,which grabs one oxygen atom from the TEMPO to generate 5-aroy'-pyrrol-2-ones.Mechanistic experi-ments indicate that viny radical is involved in this reaction and an amidyl-radical-initiated radical cascade might be responsible for this transformation.

关 键 词：moiety Copper radical 

分 类 号：O62[理学—有机化学]