An efficient synthesis of novel pyridothieno-fused thiazolo[3,2-α]pyrimidinones via Pictet–Spengler reaction  

作　　者：Dao-Lin Wang Dong Wang Liang Yan Guang-Yu Pan Jian-Nan Yang 

机构地区：[1]College of Chemistry and Chemical Engineering Liaoning Key Laboratory of Synthesis and Application of Functional Compound,Bohai University, Jinzhou 121003, China

出　　处：《Chinese Chemical Letters》2016年第6期953-956,共4页中国化学快报（英文版）

摘　　要：An efficient method for the synthesis of novel pyrido[3＇＇,2＇＇：4＇,5＇]thieno[3＇,2＇：2,3]pyrido [4,5：d][1,3]thiazolo[3,2-a]pyrimidine-4-one derivatives（5） has been developed using a Pictet–Spengler reaction between 2-（3-aminothieno[2,3-b]pyridin-2-yl）thiazolo[3,2-a] pyrimidin-5-one（3）, which could be obtained from the condensation of 7-（chloromethyl）-5H-thiazolo[3,2-a]pyrimidin-5-one（1） with3-cyanopyridine-2-thione（2） via Thorpe–Ziegler isomerization, and aromatic aldehydes under NH2SO3 H as catalysis in good yields.An efficient method for the synthesis of novel pyrido[3＇＇,2＇＇：4＇,5＇]thieno[3＇,2＇：2,3]pyrido [4,5：d][1,3]thiazolo[3,2-a]pyrimidine-4-one derivatives（5） has been developed using a Pictet–Spengler reaction between 2-（3-aminothieno[2,3-b]pyridin-2-yl）thiazolo[3,2-a] pyrimidin-5-one（3）, which could be obtained from the condensation of 7-（chloromethyl）-5H-thiazolo[3,2-a]pyrimidin-5-one（1） with3-cyanopyridine-2-thione（2） via Thorpe–Ziegler isomerization, and aromatic aldehydes under NH2SO3 H as catalysis in good yields.

关 键 词：7-Chloromethyl-5H-thiazolo[3 2-α]pyrimidin-5-one 3-Cyanopyridine-2-thione Pyrido[3＇＇ 2＇＇ 4＇ 5＇]thieno[3＇ 2＇ 2 3]pyrido [4 5：d] [1 3]Thiazolo[3 2-a]pyrimidine-4 one Thorpe–Ziegler reaction Pictet–Spengler reaction 

分 类 号：O626[理学—有机化学]