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A synthetic route to five-, six-, and seven-membered thionolactones

โœ Scribed by Randa B. Nader; Moses K. Kaloustian

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
169 KB
Volume
20
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The chemistry of the thionester functional group (-C(=S)OR) has remained relatively dormant.

While the recent literature describes a variety of thionating agents, 2 and various ways of synthesizing thionesters, 3 there appears to be no general method for making thionolactones. 4 We herein report on the first preparative route to five-, six-, and seven-membered thionolactones by a two-step, low temperature (-78o) sulfhydrolysisacetylation of N,N-dimethyliminolactonium salts: 5 4 1. Me2NH or6 c=o Me2NA1Me 1. NaSH/Me2C0 C-780) 'c=s -2. AcCl/C5H5N

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