Premium
Palladium‐Catalyzed Tandem Cyclization of Bromoenynes through Aromatic CH Bond Functionalization
Author(s) -
Ohno Hiroaki,
Yamamoto Mio,
Iuchi Mutsumi,
Tanaka Tetsuaki
Publication year - 2005
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.200500159
Subject(s) - tandem , catalysis , palladium , surface modification , intramolecular force , chemistry , aryl , medicinal chemistry , electrophilic aromatic substitution , combinatorial chemistry , stereochemistry , organic chemistry , alkyl , materials science , composite material
The direct approach : Tandem cyclization of 1‐aryl‐4‐aza‐2‐bromo‐1‐alken‐6‐ynes with catalytic Pd(OAc) 2 and cesium carbonate in EtOH led to direct construction of tri‐ or tetracyclic heterocycles, through intramolecular carbopalladation and aromatic CH bond functionalization (see scheme). This route in which two CC bonds are formed enables the construction of complex heterocyclic skeletons directly from readily prepared enynes.