Cobalt(III)-Catalyzed Direct ortho-Alkenylation of Arylpyrazoles: A Comparative Study on Decarboxylation and Desilylation

Anil Kumar, Nachimuthu Muniraj, Kandikere Ramaiah Prabhu

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

A comparative study on Co III -catalyzed direct C–H bond alkenylation of 1-phenylpyrazole derivatives with alkynyl carboxylic acids and arylalkynylsilanes under redox-neutral conditions has been disclosed. These methods show excellent selectivity with good to excellent yields. Trimethylsilylacetylene has been utilized as a vinyl source to obtain the corresponding styrene derivatives. The major differences between these two reactions are the decarboxylation proceeds in the presence of a base additive whereas the desilylation takes place in the presence of an acid additive. The developed methodologies are compatible with a variety of functional groups.

Original languageEnglish (US)
Pages (from-to)2735-2739
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2019
Issue number16
DOIs
StatePublished - Apr 30 2019
Externally publishedYes

Keywords

  • Arylalkynyl carboxylic acids
  • Arylpyrazoles
  • Cobalt
  • C–H Activation
  • Earth-abundant metals

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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