Palladium-catalyzed sequential carbon-carbon bond cleavage/formation producing arylated benzolactones

Takanori Matsuda, Masanori Shigeno, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

58 Citations (Scopus)

Abstract

(Chemical Equation Presented) 3-(2-Hydroxyphenyl)cyclobutanones react with aryl bromides in the presence of palladium catalysts to afford 4-arylmethyl-3,4-dihydrocoumarins in high yields through a sequence involving carbon-carbon bond cleavage and formation. In the case of the reaction with 2-(2-hydroxyphenyl)cyclobutanones, five- or seven-membered lactones were produced depending on the presence of an additional substituent at the 2-position.

Original languageEnglish
Pages (from-to)5219-5221
Number of pages3
JournalOrganic letters
Volume10
Issue number22
DOIs
Publication statusPublished - 2008 Dec 1
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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