The N-benzyl-and N-alkyl-substituted 1,2-thiazetidin-3-one 1,1-dioxides 1b Β± d reacted readily with NH 3 and primary amines via ring opening. The reaction with NH 3 proceeded at Γ 788 3 room temperature yielding ring-opened adducts via nucleophilic attack of NH 3 at the sulfonyl group, whereas the r
ChemInform Abstract: Ring-Enlargement and Ring-Opening Reactions of 1,2-Thiazetidin-3-one 1,1-Dioxides with Ammonia and Primary Amines as Nucleophiles.
β Scribed by Tonya R. Todorova; Anthony Linden; Heinz Heimgartner
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 35 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Abstract
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π SIMILAR VOLUMES
Thermal Isomerization to 1,4-Thiazine-S-oxides and Nucleophilic Ring-Opening with Alcohols and Amines. -Thiazetidines (III), readily produced by cycloaddition of quadricyclane with aryl sulfonylamines undergo smooth thermal rearrangement to thiazines like (IV) with S-oxide configuration that differ