40143-47-3Relevant academic research and scientific papers
Construction of dihydropyrimidine skeleton using 1,2,4-trisubstituted-1,3- diaza-1,3-butadienes
Cho, Hidetsura,Nishimura, Yoshio,Yasui, Yoshizumi,Yamaguchi, Masahiko
, p. 1177 - 1179 (2012)
Construction of a dihydropyrimidine ring was developed that involved the cyclization of 1,3-diaza-1,3-butadienes having an N-protecting group (N-Cbz, N-Boc, N-alkyl, or N-benzyl) with α,β-unsaturated carbonyl compounds such as ethyl acrylate and p-chlorophenyl vinyl ketone. Consequently, 4-dimethylamino-2-phenyl-1,4,5,6-tetrahydropyrimidines were synthesized in good yields. Subsequently, the β-elimination of the dimethylamino group was carried out with MeI or SiO2 to afford various N-protecting-2,5- disubstituted-1,6-dihydropyrimidines in good yields. Remarkably, the use of 4-chlorophenyl vinyl ketone directly provided the dihydropyrimidine without the tetrahydropyrimidine intermediate in excellent yield.
