Design and synthesis of a tetracyclic pyrimidine-fused benzodiazepine library.
Method development for a heterocyclic library which entails novel scaffolds of benzodiazepines fused with various heterocycles, such as pyrimidines, indolines, and tetrahydroquinolines, was accomplished. The new synthetic strategy is based on an electrophilic cyclization reaction involving an iminium intermediate formed by the corresponding aminopyrimidine with a carbonyl compound to give the desired heterocycles in high yields. Subsequent replacement of the chloro group in the resulted structures with a nucleophile, such as boronic acids, amines, alcohols and thiols, led to a library of privileged compounds with up to eight accessible diversity points.
Zheng
Lianyou
L
The Center for Combinatorial Chemistry and Drug Discovery, Jilin University, Changchun, People's Republic of China.
Xiang
Jinbao
J
Dang
Qun
Q
Guo
Sigen
S
Bai
Xu
X