TY - JOUR
T1 - Synthesis of Pyrimidine- and Quinazoline-Fused Benzimidazole-4,7-diones Using Combinatorial Cyclocondensation and Oxidation
AU - Kim, Dong Young
AU - Quang Dao, Pham Duy
AU - Cho, Chan Sik
N1 - Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/12/17
Y1 - 2018/12/17
N2 - β-Bromo-α,β-unsaturated aldehydes and 2-bromobenzaldehydes react with 4,7-dimethoxy-1H-benzo[d]imidazole-2-amine by microwave irradiation in dimethylformamide in the presence of a base to give the corresponding dimethoxy-substituted benzo[4,5]imidazo[1,2-a]pyrimidines and benzo[4,5]imidazo[1,2-a]quinazolines, respectively, in moderate to good yields. Oxidation of such N-fused hybrid scaffolds by aqueous ceric ammonium nitrate affords pyrimidine- and quinazoline-fused benzimidazole-4,7-diones in high yields.
AB - β-Bromo-α,β-unsaturated aldehydes and 2-bromobenzaldehydes react with 4,7-dimethoxy-1H-benzo[d]imidazole-2-amine by microwave irradiation in dimethylformamide in the presence of a base to give the corresponding dimethoxy-substituted benzo[4,5]imidazo[1,2-a]pyrimidines and benzo[4,5]imidazo[1,2-a]quinazolines, respectively, in moderate to good yields. Oxidation of such N-fused hybrid scaffolds by aqueous ceric ammonium nitrate affords pyrimidine- and quinazoline-fused benzimidazole-4,7-diones in high yields.
UR - https://www.scopus.com/pages/publications/85058812223
U2 - 10.1021/acsomega.8b02755
DO - 10.1021/acsomega.8b02755
M3 - Article
AN - SCOPUS:85058812223
SN - 2470-1343
VL - 3
SP - 17456
EP - 17465
JO - ACS Omega
JF - ACS Omega
IS - 12
ER -