Synthesis of new 1,2,4-oxadiazolidin-5-ylthiophenes and thienopyrimidine derivatives by aza-Wittig reaction using a thienyl carbodiimide

作     者：Afaf M.Abdel Hameed Afaf M. Abdel Hameed

作者机构：Chemistry DepartmentFaculty of ScienceMinia University 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2012年第23卷第4期

页      面：411-414页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

主　　题：Carbodiimide Cycloaddition 1 2 4-Oxadiazolidin-5-ylideneaminothiophene derivatives Thienopynmidine Aza-Wittig reaction 

摘      要：Azidation of aminothiophene derivative 1 afforded the corresponding azido derivative *** latter reacted with triphenylphosphine to afford iminophosphorane derivatives *** 3 with phenylisocyanate gave the highly reactive carbodiimide intermediate 4,which was reacted with different nitrones to afford new l,2,4-oxadiazolidin-5-ylidene-aminothiophenes 5a-c. Treatment of 4 with absolute EtOH at room temperature gave methyleneamino-5-（methylthio）thiophene 7,（methylthio）-3-（3- phenylureidothiophene）-2-carboxylate 8 or thienopyrimidine 9 and 10 at refluxing *** reaction of carbodiimide intermediate 4 with different secondary amines gave the new thienopyrimidines 11a-c.