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

作者：Wang, Dao-Lin^*; Wang, Dong; Yan, Liang; Pan, Guang-Yu; Yang, Jian-Nan

来源：Chinese Chemical Letters, 2016, 27(6): 953-956.

DOI：10.1016/j.cclet.2016.02.007

• 7-Chloromethyl-5H-thiazolo[3,2-a]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

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.

• 出版日期2016-6
• 单位渤海大学