Tetrahedron

Selective sulfurization of olefins by 9, 10-epidithio-9, 10-dihydroanthracene: intermediacy of diatomic sulfur

W Ando, H Sonobe, T Akasaka

Index: Ando, Wataru; Sonobe, Hideki; Akasaka, Takeshi Tetrahedron, 1990 , vol. 46, # 15 p. 5093 - 5100

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Citation Number: 8

Abstract

The reaction of 9, 10-dihydro-9, 10-(1, 3-epidithio-2-methano-2-p-methoxyphenyl-1-oxide) propanoanthracene (3) with perchloric acid in the presence of 1, 3-butadienes and electron- rich olefins gave 1, 2-dithiins and episulfides, respectively. The reaction is explained in terms of an intermediate anthracene endodisulfide with transfer of singlet diatomic sulfur to the dienes and olefins.