Tetrahedron Letters

A convenient synthesis of thiirene 1-oxides

J Nakayama, K Takahashi, Y Sugihara, A Ishii

文献索引：Nakayama, Juzo; Takahashi, Kenta; Sugihara, Yoshiaki; Ishii, Akihiko Tetrahedron Letters, 2001 , vol. 42, # 24 p. 4017 - 4019

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被引用次数: 9

摘要

Acetylenes (1), carrying two bulky alkyl substituents, reacted with sulfur dichloride (ClSCl) to give 2, 3-dialkyl-2, 3-dichlorothiiranes (2) nearly quantitatively. The alkaline hydrolysis of crude 2 resulted in the formation of thiirene 1-oxides (3) in 68–90% yields based on 1, thus providing a convenient synthesis of 3.