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DMAP‐Catalyzed C—N Bond Formation for Diverse Synthesis of Imidazo[1,2‐ a ]pyrimidine and Pyrimido[1,2‐ a ]benzimidazole Derivatives
Author(s) -
Shang LeLe,
Feng Yun,
Gao XingLian,
Chen ZiRen,
Xia Yu,
Jin WeiWei,
Liu ChenJiang
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000214
Subject(s) - chemistry , benzimidazole , pyrimidine , catalysis , combinatorial chemistry , substrate (aquarium) , condensation , medicinal chemistry , organic chemistry , stereochemistry , oceanography , physics , thermodynamics , geology
Summary of main observation and conclusion A DMAP (2‐dimethylaminopyridine)‐catalyzed condensation reactions for the successful direct construction of pyrimido[1,2‐ a ]benzimidazole or imidazo[1,2‐ a ]pyrimidine has been developed. The method utilizes readily available α‐bromocinnamaldehydes with 2‐aminobenzimidazole or 2‐aminoimidazole as starting materials in the presence of 2‐DMAP/TBHP. In the process, two C—N bonds were successfully constructed to synthesize target compounds. The current method features wide substrate scope, product diversification, and metal‐free conditions.