Palladium‐Catalyzed Regioselective Aromatic Extension of Internal Alkynes through a Norbornene‐Controlled Reaction Sequence

Palladium‐Catalyzed Regioselective Aromatic Extension of Internal Alkynes through a... 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. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Angewandte Chemie International Edition Wiley

Palladium‐Catalyzed Regioselective Aromatic Extension of Internal Alkynes through a Norbornene‐Controlled Reaction Sequence

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Publisher
Wiley Subscription Services, Inc., A Wiley Company
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
1433-7851
eISSN
1521-3773
D.O.I.
10.1002/anie.201713207
Publisher site
See Article on Publisher Site

Abstract

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.

Journal

Angewandte Chemie International EditionWiley

Published: Jan 19, 2018

Keywords: ; ; ; ;

References

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