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

Qingyang Zhao, Wai Chung Fu, Fuk Yee Kwong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

69 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3381-3385
Number of pages5
JournalAngewandte Chemie - International Edition
Volume57
Issue number13
DOIs
Publication statusPublished - 19 Mar 2018

Keywords

  • annulation
  • C−H activation
  • decarboxylation
  • multicomponent reactions
  • palladium

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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