A fast and efficient ‘on-solvent’ cascade assembling of salicylaldehydes and dimethylbarbituric acid into 5-(1,3-dimethyl-2,4-dioxo-1,3,4,5-tetrahydro-2H-chromeno[2,3-d]pyrimidin-5-yl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-triones

Heterocyclic communications

article

Michail N. Elinson¹  Anatoly N. Vereshchagin¹  Alexander D. Korshunov¹  Mikhail P. Egorov¹ 

[1] N. D. Zelinsky Institute of Organic Chemistry

关键词: barbiturates;    cascade reaction;    catalysis;    chromeno[2;    3-d]pyrimidines;    cyclization;    salicylaldehydes;   

DOI  :  10.1515/hc-2018-0015

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

A fast (15 min) and efficient cascade reaction of salicylaldehydes and 1,3-dimethylbarbituric acid in the presence of p -TsOH as a catalyst furnishes substituted 5-(1,3-dimethyl-2,4-dioxo-1,3,4,5-tetrahydro-2 H -chromeno[2,3- d ]pyrimidin-5-yl)-1,3-dimethylpyrimidine-2,4,6(1 H ,3 H ,5 H )-triones 1a–h , containing both chromeno[2,3- d ]pyrimidine and hexahydropyrimidine-2,4,6-trione pharmacologically active fragments, in 95–99% yields. This new procedure is characterized by the use of inexpensive reagents and a simple workup.

【 授权许可】

CC BY|CC BY-NC-ND