Premium
Solvent‐Free and Catalyst‐Free Biginelli Reaction to Synthesize 4‐Alkyl‐ 3,4‐dihydropyrimidin‐2‐(1H)‐ones
Author(s) -
Guo Yongbiao,
Tang Hui,
Gao Zhenhua,
Meng Xiangyan,
Yu Huilan,
Zhong Hui,
Huang Guilan,
Zou Chuanpin
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201701466
Subject(s) - biginelli reaction , thiourea , ethyl acetoacetate , alkyl , catalysis , urea , chemistry , organic chemistry , aldehyde , aryl
3,4‐dihydropyrimidin‐2‐(1H)‐ones and related compounds have attracted considerable attention because of their important pharmacological and biological properties. And 4‐alkyl‐3,4‐dihydropyrimidin‐ 2‐(1H)‐ones can be used as key intermediates in the total synthesis of the natural products Batzelladine A and crambescin A−C. The Biginelli reaction is one of the most important multicomponent reactions that offer an efficient route to produce these compounds. However, most of the related studies have mainly focused on the synthesis of 4‐aryl‐3,4‐dihydropyrimidin‐ 2‐(1H)‐ones. Herein we report a simple, solvent‐ and catalyst‐free method for efficient synthesis of 4‐alkyl‐3,4‐dihydropyrimidin‐ 2‐(1H)‐ones by the Biginelli reaction of aliphatic aldehyde, urea/thiourea and methyl/ethyl/iso‐propyl/tert‐butyl acetoacetate.