Title of article
Transamidation reactions of 2-(2-sulfonylguanidino)acetamides
Author/Authors
M. Eugenia Gonz?lez-Rosende، نويسنده , , Encarna Castillo، نويسنده , , Belén As?ns، نويسنده , , Rachid Mamouni، نويسنده , , Jose Sepulveda-Arques، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
6
From page
8709
To page
8714
Abstract
The reactivity of a series of sulfonylguanidinoacetamides 2A–E towards amines is reported. Guanidinoacetamides 2A–C, containing the arylsulfonylimino moiety, undergo a facile transamidation to give substituted carboxamides 4A–C, through the imidazolidinone intermediate 3. Acetamide 2D, having a methanesulfonylimino substituent, affords the imidazolidinone 3D and no transamidated carboxamides 4 are detected. In the case of guanidinoacetamide 2E, with a p-nitrobenzenesulfonylimino substituent, a Smiles rearrangement was observed.
Keywords
Acetamides , Dihydropyrimidines , guanidines , Imidazolidinones , Transamidation
Journal title
Tetrahedron
Serial Year
2007
Journal title
Tetrahedron
Record number
1091581
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