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Palladium‐Catalyzed Regioselective Aromatic Extension of Internal Alkynes through a Norbornene‐Controlled Reaction Sequence
Author(s) -
Zhao Qingyang,
Fu Wai Chung,
Kwong Fuk Yee
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201713207
Subject(s) - regioselectivity , chemistry , palladium , alkyne , annulation , decarboxylation , norbornene , catalysis , aryl , combinatorial chemistry , organic chemistry , polymerization , alkyl , polymer
A regioselective aromatic π‐extension reaction of internal alkynes is reported. The proposed method employs three easily available components, namely aryl halides, 2‐haloarylcarboxylic acids, and disubstituted acetylenes. The transformation is driven by a controlled reaction sequence of C−H activation, decarboxylation, and annulation to give poly(hetero)aromatic compounds in a site‐selective fashion. Unlike in previously reported palladium‐catalyzed three‐component annulations, alkyne carbopalladation is the last step of this tandem reaction.