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 European Journal of Organic Chemistry, 2010 , # 18 p. 3459 - 3464

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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 ...