Pd-Catalyzed Decarbonylative Cross-Couplings of Aroyl Chlorides

Christian A. Malapit, Naoko Ichiishi, Melanie S. Sanford*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

78 Scopus citations

Abstract

This report describes a method for Pd-catalyzed decarbonylative cross-coupling that enables the conversion of carboxylic acid derivatives to biaryls, aryl amines, aryl ethers, aryl sulfides, aryl boronate esters, and trifluoromethylated arenes. The success of this transformation leverages the Pd0/Brettphos-catalyzed decarbonylative chlorination of aroyl chlorides, which can then participate in diverse cross-coupling reactions in situ using the same Pd catalyst.

Original languageEnglish (US)
Pages (from-to)4142-4145
Number of pages4
JournalOrganic Letters
Volume19
Issue number15
DOIs
StatePublished - Aug 4 2017

Funding

We acknowledge financial support from NIH NIGMS (GM073836) and the Danish National Research Foundation (Carbon Dioxide Activation Center; CADIAC) for support. We also thank James Bour (University of Michigan) for helpful discussions.

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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