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On the Cycloaddition-Elimination Reactions of 1,2,3,4-Thiatriazoline-5-Imines with Ketenes

✍ Scribed by Gerrit L'abbé; Ingrid Sannen


Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
94 KB
Volume
100
Category
Article
ISSN
0037-9646

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✦ Synopsis


In recent publications we have discussed the mechanistic aspects of the cycloaddition-elimi-2 nation reactions of 1,2,3,4-thiatriazoline-5-imines 1 with isothiocyanates, isocyanates and electrophilic nitriles. Rased on the knowledge gained from these experiments we expect that the reactions of 1 with ketenes should first produce thiazolidines of type 2. which may then undergo further cycloaddition-elimination reactions to give the isomeric products 3 , the distribution of products being dependent on the nucleophilicity of the R 1 and R2 substituents.


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