Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
A New Type of Iminocarbonylaton of Diols, Mercaptoalkanol, and Dithiol via Their Dibutylstannyl Derivatives
Shizuyoshi SakaiHiroji NiimiYoshihiro KobayashiYoshio Ishii
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1977 Volume 50 Issue 12 Pages 3271-3275

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Abstract

Reactions of phenyl isothiocyanate with cyclic and acyclic dibutylstannyl dialkoxides derived from several alcohols, such as 1,2- and 1,3-diols and methanol, afforded quantitatively phenyliminocarbonate derivatives with the elimination of dibutylstannyl sulfide. Cyclic organostannyl sulfides, such as 2,2-dibutyl-1,3,2-oxathiastannolane and -dithiastannolane, reacted with phenyl or alkyl isothiocyanate to give 2-imino-oxathiolane (10) and -dithiolane (14), respectively. At higher reaction temperatures, rearrengment and decomposition of products 10 and 14 occurred.

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