Title of article :
Poorly reactive 5-piperazin-1-yl-1,3,4-thiadiazol-2-amines rendered as valid substrates for Groebke–Blackburn type multi-component reaction with aldehydes and isocyanides using TMSCl as a promoter
Author/Authors :
Krasavin، نويسنده , , Mikhail and Tsirulnikov، نويسنده , , Sergey and Nikulnikov، نويسنده , , Mikhail and Kysil، نويسنده , , Volodymyr and Ivachtchenko، نويسنده , , Alexandre، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2008
Abstract :
N-Substituted 5-piperazin-1-yl-1,3,4-thiadiazol-2-amines that fail to undergo Groebke–Blackburn type MCR with aldehydes and isocyanides provide fair to good yields of the respective 2-piperazin-1-ylimidazo[2,1-b][1,3,4]thiadiazoles when such reaction is promoted by an equimolar quantity of trimethylsilyl chloride in aprotic medium. These findings further extend the utility of TMSCl as the isocyanide-based MCR promoter, and also demonstrate that this silicon Lewis acid is the actual promoter of the reaction.
Keywords :
2-Aminoazoles , Isocyanide-based multi-component reactions , Trimethylchlorosilane , Lewis acid promoted MCR , Groebke–Blackburn type reactions
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters