Acid??Catalysed or Radical??Promoted Allylic Substitution of 2??Methylene??2, 3??dihydrobenzofuran??3??ols with Thiol Derivatives: a Novel and Expedient Synthesis of 2??( …

B Gabriele, R Mancuso…

Index: Gabriele, Bartolo; Mancuso, Raffaella; Salerno, Giuseppe Journal of Organic Chemistry, 2008 , vol. 73, # 18 p. 7336 - 7341

Full Text: HTML

Citation Number: 5

Abstract

Abstract The 2-thiomethylbenzofuran derivatives 3 are conveniently prepared in good yields through the reactions between the readily available 2-methylene-2, 3-dihydrobenzofuran-3- ols 1 and the thiol derivatives 2 (including alkyl thiols, thiophenol, and thioacetic acid). The allylic substitution process may be either acid-catalysed or promoted by radical initiators. In the first case, the reactions are carried out at 90 C in 1, 2-dimethoxyethane (DME) as the ...