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One‐Pot Tandem Palladium‐Catalyzed Decarboxylative Cross‐Coupling and CH Activation Route to Thienoisoquinolines
Author(s) -
Chen Fei,
Wong Nicholas W. Y.,
Forgione Pat
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300924
Subject(s) - chemistry , palladium , tandem , catalysis , aryl , combinatorial chemistry , decarboxylation , sequence (biology) , coupling reaction , surface modification , coupling (piping) , reaction conditions , stereochemistry , organic chemistry , mechanical engineering , biochemistry , materials science , alkyl , engineering , composite material
Two experimental approaches to the synthesis of a scarcely reported biologically active thienoisoquinoline system are demonstrated. A 5‐step linear synthesis employing a palladium‐catalyzed decarboxylative cross‐coupling and functionalization sequence allowed for the preparation of a diverse range of substituted thienoisoquinoline systems. Alternatively the palladium‐catalyzed decarboxylative cross‐coupling and CH activation steps can be telescoped to produce a one‐pot reaction sequence that provides efficient access to aryl‐substituted thienoisoquinolines.