A Convenient Synthesis of 1, 2-Dithietes and 1, 2-Dithioxo Compounds Stabilized by Buttressing and Resonance Effects, Respectively, by Sulfuration of Alkyenes with …

…, I Akiyama, M Hoshino, J Nakayama

Index: Choi, Keun Soo; Akiyama, Isao; Hoshino, Masamatsu; Nakayama, Juzo Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 2 p. 623 - 629

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Citation Number: 32

Abstract

Sulfuration of a series of alkynes by elemental sulfur was investigated. Alkynes carrying highly bulky substituents, 2, 2, 5, 5-tetramethyl-3-hexyne (6a), 1, 2-di-(1-adamantyl) ethyne (6b), 3, 3-dimethyl-1-phenyl-1-butyne (6c), and 1-(1-adamantyl)-2-phenylethyne (6d), reacted with sulfur to give the corresponding stable 1, 2-dithietes 7a—d in 46—65% yields. Less hindered alkynes reacted with sulfur to afford 1, 4-dithiins and thiophenes as the final ...