Synthesis of functionalized salicylate esters and amides by photochemical acylation

Omid Soltani, Jef K. De Brabander

Research output: Contribution to journalArticlepeer-review

36 Scopus citations

Abstract

(Chemical Equation Presented) Functionalized salicylates in a flash: Photolysis of functionalized benzodioxinones in the presence of alcohols or amines is a powerful method for the synthesis of sterically hindered salicylic esters and amides (see scheme). This reaction tolerates a broad range of functional groups and efficiently engages a wide range of acylation substrates, including sterically hindered nucleophiles that are inert to other acylation methods.

Original languageEnglish (US)
Pages (from-to)1696-1699
Number of pages4
JournalAngewandte Chemie - International Edition
Volume44
Issue number11
DOIs
StatePublished - Mar 4 2005

Keywords

  • Acylation
  • Natural products
  • Photochemistry
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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