4.7 Article

A Photochemical Route to 2-Substituted Benzo[b]furans

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 15, Pages 6473-6479

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo3010183

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Funding

  1. MIUR, Rome (FIRB-Futuro in Ricerca 2008 Project) [RBFR08J78Q]
  2. CINECA Supercomputer Center
  3. ISCRA COMPDHT [HP10CZEHG6]

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2-Substituted benzo[b]furans were synthesized by a one-step metal-free photochemical reaction between 2-chlorophenol derivatives and terminal alkynes by tandem formation of an aryl-C and a C-O bond via an aryl cation intermediate. The mild conditions and the application to chlorophenols rather of the more expensive bromo or iodo analogues makes this procedure environmentally convenient.

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