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A convenient synthesis of thiirene 1-oxides

✍ Scribed by Juzo Nakayama; Kenta Takahashi; Yoshiaki Sugihara; Akihiko Ishii

Book ID
104230712
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
75 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Acetylenes (1), carrying two bulky alkyl substituents, reacted with sulfur dichloride (ClSCl) to give 2,3-dialkyl-2,3dichlorothiiranes (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.

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