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

Autor: Jian-Nan Yang, Dong Wang, Dao-Lin Wang, Liang Yan, Guang-Yu Pan
Rok vydání: 2016
Předmět:
Zdroj: Chinese Chemical Letters. 27:953-956
ISSN: 1001-8417
DOI: 10.1016/j.cclet.2016.02.007
Popis: 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) with 3-cyanopyridine-2-thione (2) via Thorpe–Ziegler isomerization, and aromatic aldehydes under NH2SO3H as catalysis in good yields.
Databáze: OpenAIRE