The heck reaction of protected hydroxychromones

On route to natural products

Attila Vasas, T. Patonay, Krisztina Kónya, Artur M S Silva, José A S Cavaleiro

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The Heck reaction has been successfully extended to the bromochromones with an adjacent protected phenolic hydroxy group which offers a new methodology to various naturally occurring derivatives including tricyclic O-heterocycles. Phosphine-free coupling conditions are found to be effective. Surprisingly, the methoxymethyl protecting group is unstable in several cases but benzyl proved to be an ideal protecting group which could be selectively cleaved by boron trihalides in good yields.

Original languageEnglish
Pages (from-to)647-657
Number of pages11
JournalAustralian Journal of Chemistry
Volume64
Issue number5
DOIs
Publication statusPublished - 2011

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phosphine
Boron
Biological Products
Derivatives

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

The heck reaction of protected hydroxychromones : On route to natural products. / Vasas, Attila; Patonay, T.; Kónya, Krisztina; Silva, Artur M S; Cavaleiro, José A S.

In: Australian Journal of Chemistry, Vol. 64, No. 5, 2011, p. 647-657.

Research output: Contribution to journalArticle

Vasas, Attila ; Patonay, T. ; Kónya, Krisztina ; Silva, Artur M S ; Cavaleiro, José A S. / The heck reaction of protected hydroxychromones : On route to natural products. In: Australian Journal of Chemistry. 2011 ; Vol. 64, No. 5. pp. 647-657.
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