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Rapid [3,3] sigmatropic rearrangements of allylic thiono chloroformates

✍ Scribed by Ömer Zaim

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
172 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of allylic alcohols with thiophosgene and pyridine gives thiolo chloroformates directly at room temperature, presumably via very rapid [3,3] sigmatropic rearrangements of thiono chloroformates. Synthesis of allyl thiono chloroformate from allyl alcohol, sodium hydride and thiophosgene at low temperature and warming up to room temperature supports this finding.

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