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A Convenient Synthesis of Juglone Via Neutral Salcomine Oxidation

โœ Scribed by Wakamatsu, Takeshi; Nishi, Takahide; Ohnuma, Takeshi; Ban, Yoshio


Book ID
118045999
Publisher
Taylor and Francis Group
Year
1984
Tongue
English
Weight
206 KB
Volume
14
Category
Article
ISSN
0039-7911

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A convenient synthesis of thiirene 1-oxi
โœ Juzo Nakayama; Kenta Takahashi; Yoshiaki Sugihara; Akihiko Ishii ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 75 KB

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 conven