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Synthesis 1994; 1994(9): 944-948
DOI: 10.1055/s-1994-25610
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Photosensitized Oxidation of Furans; Part 17:1 A Simple Method for the Synthesis of 5-Hydroperoxyfuran-2(5H)-ones

M. Rosaria Iesce* , Flavio Cermola, M. Liliana Graziano, Rachele Scarpati
  • *Dipartimento di Chimica Organica e Biologica dell'Università di Napoli Federico II, via Mezzocannone 16, I-80134 Napoli, Italy
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Publication Date:
17 September 2002 (online)

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The 5-hydroperoxyfuran-2(5H)-ones 3 are synthesized by acid hydrolysis of the dihydrofurans 1 which are prepared in one-pot procedure by reaction of the corresponding furans 4 with singlet oxygen and methanol. The synthetic method has a wide range of applicability; however, compounds 3 unsubstituted at C-4 cannot be prepared since the corresponding dihydrofurans 1 are not formed.