126400-41-7Relevant academic research and scientific papers
1,4-CYCLOADDITION OF 1,3-DIAZABUTADIENES WITH ENAMINES:AN EFFICIENT ROUTE TO THE PYRIMIDINE RING
Barluenga, Jose,Tomas, Miguel,Ballesteros, Alfredo,Lopez, Luis A.
, p. 4573 - 4576 (1989)
Cycloaddition reactions of 2-trimethylsilyloxy- and 2-trimethylsilylthio-1,3-diazabutadienes with enamines leading to pyrimidone derivatives are described.
A SIMPLE APPROACH TO PYRIMIDINE AND QUINAZOLINE DERIVATIVES BY CYCLOADDITION OF 1,3-DIAZADIENES AND ENAMINES
Barluenga, Jose,Tomas, Miguel,Ballesteros, Alfredo,Lopez, Luis A.
, p. 1109 - 1120 (2007/10/02)
The reaction of 2-trimethylsilyloxy- (1) and 2-trimethylsilylthio-1,3-diazabutadienes (2) with enamines derived from aliphatic aldehydes leads regio- and stereoselectively to substituted tetrahydropyrimidin-2(1H)-ones (3) and thiones (4) in high yields.Extension of this cycloaddition to cyclic enamines, e.g. derived from cyclohexanone, leading to quinazoline derivatives (9-10) is also described.These heterocycles undergo hydrolysis and dehydration to 3,4-dihydropyrimidine (7-8) and 3,4,5,6,7,8-hexahydroquinazoline (11-12) derivatives.
