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Visible‐Light‐Induced Oxidation/[3+2] Cycloaddition/Oxidative Aromatization Sequence: A Photocatalytic Strategy To Construct Pyrrolo[2,1‐ a ]isoquinolines
Author(s) -
Zou YouQuan,
Lu LiangQiu,
Fu Liang,
Chang NingJie,
Rong Jian,
Chen JiaRong,
Xiao WenJing
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201102306
A ray of sunshine : The title reaction sequence using ethyl 2‐(3,4‐dihydroisoquinolin‐2(1 H )‐yl)acetates with a series of electron‐deficient alkenes and alkynes provides rapid and efficient access to pyrrolo[2,1‐ a ]isoquinolines (see scheme; bpy=2,2′‐bipyridine, EWG=electron‐withdrawing group). The reaction offers a strategically new protocol for the direct and efficient construction of the core structure of naturally occurring lamellarin alkaloids.