C-alkynylation of chromones by sonogashira reaction

Tamás Patonay, István Pazurik, Anita Ábrahám

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Sonogashira reaction of bromochromones and-flavones with a bromine atom on their benzene or heterocyclic ring with various terminal alkynes gave the desired products with nearly the same efficiency as the previously used iodine derivatives. The coupling reactions were performed in the presence of [tetrakis(triphenylphosphine)palladium(0)], copper(i) co-catalyst, and triethylamine, resulting in the formation of numerous hitherto unknown alkynylated oxygen heterocycles, and provide further proof for the applicability of this reaction for these O-heterocycles. Chromones with ethynyl functionality were prepared by removal of the trimethylsilyl protecting group and used as terminal alkynes in a second cross-coupling reaction.

Original languageEnglish
Pages (from-to)646-654
Number of pages9
JournalAustralian Journal of Chemistry
Volume66
Issue number6
DOIs
Publication statusPublished - Jul 4 2013

ASJC Scopus subject areas

  • Chemistry(all)

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