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 ...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.展开更多
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$IF]...An efficient method for the preparation of thieno[3＇,2＇：2,3]pyrido[4,5-d]thiazolo[3,2-a] pyrimidin-5-ones 5 is described. The key intermediate, 7-（3-amino-4-cyano-5-phenyl aminothieno-2-yl）-5H-thiazolo-[80_TD$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 isomerization.Subsequent 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.展开更多
文摘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.
基金partially supported by innovation team project of Liaoning Province Education Department(No.2015001)
文摘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 isomerization.Subsequent 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.
