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Cu‐Catalyzed [4+1] Annulation toward Indolo[2,1‐ a ]isoquinolines through Oxidative C(sp 3 )/C(sp 2 )−H Bond Bifunctionalization
Author(s) -
Zhang TianShu,
Zhao Qi,
Hao WenJuan,
Tu ShuJiang,
Jiang Bo
Publication year - 2019
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201900050
Subject(s) - annulation , catalysis , chemistry , oxidative phosphorylation , aryl , medicinal chemistry , stereochemistry , organic chemistry , biochemistry , alkyl
A Cu‐catalyzed [4+1] annulation of N ‐aryl‐1,2,3,4‐tetrahydroisoquinolines ( N ‐aryl THIQs) with α‐diazoketones has been established under oxidative conditions, leading to the construction of a series of indolo[2,1‐ a ]isoquinolines with generally good yields. The reaction enables dediazotized dicarbonylation of α‐diazoketones, creating direct C(sp 3 )/C(sp 2 )−H bond bifunctionalization to access tetracyclic aza‐heterocyclic skeletons.