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One‐Pot Synthesis of Highly Substituted 1 H ‐Pyrazole‐5‐carboxylates from 4‐Aryl‐2,4‐diketoesters and Arylhydrazines
Author(s) -
Zhai JiaoJiao,
Gu ChunHui,
Guo Ying,
Liao DaoHua,
Zhu DunRu,
Ji YaFei
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2354
Subject(s) - chemistry , pyrazole , aryl , imine , condensation , hydrochloride , crystal structure , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , alkyl , physics , thermodynamics
A one‐pot synthesis of highly substituted 1 H ‐pyrazole‐5‐carboxylates 1 has been developed starting from easily available 4‐aryl‐2,4‐diketoesters 2 and arylhydrazine hydrochlorides 3 . More active 2‐carbonyl group of 2 was blocked with methoxyamine hydrochloride to give 2‐methoxy imine intermediates, which were then subjected to condensation cyclization with 3 in situ to provide the desired products 1 . In addition, the geometrical configuration of 1aa was unambiguously confirmed by single crystal X‐ray crystallography.