Title of article
Regioselective synthesis of 3-(heteroaryl)-iminothiazolidin-4-ones
Author/Authors
St. Laurent، نويسنده , , Denis R. and Gao، نويسنده , , Qi and Wu، نويسنده , , Dedong and Serrano-Wu، نويسنده , , Michael H.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
4
From page
1907
To page
1910
Abstract
Cyclization of unsymmetrical thioureas affords 3-(heteroaryl)-iminothiazolidin-4-ones with excellent levels of regiocontrol. In the absence of base, 2-(pyridylmethyl) and 2-(aminomethyl)benzimidazolyl substituents on the thiourea scavenge acid that is generated upon sulfur alkylation with bromoesters. The resulting conjugate acid plays an important role in influencing the regiochemical outcome and overall rate of the reaction.
Keywords
Thiazolidinone , Hydrogen bond , Thiourea
Journal title
Tetrahedron Letters
Serial Year
2004
Journal title
Tetrahedron Letters
Record number
1657336
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