An efficient method for the synthesis of thieno[3',2':2,3]pyrido-[4,5-d]-thiazolo[3,2-a]pyrimidinones
An efficient method for the synthesis of thieno[3',2':2,3]pyrido-[4,5-d]-thiazolo[3,2-a]pyrimidinones作者机构:College of Chemistry and Chemical Engineering Liaoning Key Laboratory of Synthesis and Application of Functional Compound Bahai University Jinzhou 121003 China
出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))
年 卷 期:2017年第28卷第3期
页 面:579-582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]
基 金:partially supported by innovation team project of Liaoning Province Education Department(No.2015001)
主 题:Thiazolo[3 2-a]pyrimidinone Thienopyridothiazolo[3 2-a]pyrimidinone Thorpe–Ziegler isomerization Pictet–Spengler reaction
摘 要:An efficient method for the preparation of thieno[3',2':2,3]pyrido[4,5-d]thiazolo[3,2-a] pyrimidin-5-ones 5 is described. The key intermediate, 7-(3-amino-4-cyano-5-phenyl aminothieno-2-yl)-5H-thiazolo-[80_TD$IF]3,2-a]pyrimidin-5-one(3), was synthesized from 7-chloromethyl-5H-thiazolo[3,2-a]pyrimidin-5-one(1)with potassium-(2,2-dicyano-1-phenylaminoethen-1-yl)thiolate(2) by Thorpe–Ziegler *** reaction of the intermediate amine with aromatic aldehydes via Pictet–Spengler reaction provided thieno-pyridine fused thiazolo[3,2-a]pyrimidines under p-Ts OH as catalyst in good yields.