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Copper‐Catalyzed C–C Bond Cleavage/Double Cyclization of α‐Ketoamides with o‐Phenylene Diamines: Synthesis of Benzimidazo[1,2‐ c ]quinazolin‐6‐ones
Author(s) -
Zou LiangHua,
Yan Cheng,
Shi Kai,
Su Liang,
Zhu Shuai,
Jia ZheKang,
Wang Qiuan
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901642
Subject(s) - chemistry , regioselectivity , bond cleavage , catalysis , cleavage (geology) , phenylene , copper , combinatorial chemistry , double bond , medicinal chemistry , polymer chemistry , stereochemistry , organic chemistry , polymer , geotechnical engineering , fracture (geology) , engineering
A highly regioselective C–C bond cleavage/double cyclization of α‐ketoamides with o ‐phenylene diamines has been developed for the synthesis of benzimidazo[1,2‐ c ]quinazolin‐6‐ones. Two new C–N and one new C=N bonds are simultaneously formed in the reaction, providing the gateway to access these fused heterocyclic scaffolds via copper catalysis under air atmosphere. This new protocol provides a novel and important foundation for the preparation of these heterocycles.
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