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Efficient Synthesis of Pyrrolo[2,1‐ a ]isoquinoline and Pyrrolo[1,2‐ a ]quinoline Derivatives via One‐pot Two‐step Metal‐catalyzed Three‐component Reactions
Author(s) -
Wu Lei,
Sun Jing,
Yan Chaoguo
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201100238
Subject(s) - isoquinoline , chemistry , quinoline , acetylenedicarboxylate , intramolecular force , catalysis , component (thermodynamics) , combinatorial chemistry , coupling reaction , medicinal chemistry , multi component reaction , dimethyl acetylenedicarboxylate , stereochemistry , organic chemistry , cycloaddition , physics , thermodynamics
A sequential one‐pot two‐step reaction for efficient synthesis of pyrrolo[2,1‐ a ]isoquinoline and pyrrolo[1,2‐ a ]quinoline derivatives in good yields has been successfully developed. The reaction included firstly Cu‐catalyzed three‐component reaction of isoquinoline (quinoline), acetylenedicarboxylate and alkynylbenzene and then Pd‐catalyzed intramolecular C(sp)‐C(sp 2 ) coupling reaction of initially formed 1‐alkenyl‐2‐alkynyl‐1,2‐dihydroisoquinoline (1,2‐dihydroquinoline).