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An Efficient Synthesis of 1,3‐Disubstituted Pyrazoles from 2‐Acylaziridines
Author(s) -
Kim Soo Hyun,
Na SangYun,
Ha HyunJoon,
Lee Won Koo
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900233
Subject(s) - chemistry , benzylamine , hydrazine (antidepressant) , aziridine , pyrazole , phenol , catalysis , intramolecular force , organic chemistry , condensation , solvent , ring (chemistry) , combinatorial chemistry , physics , chromatography , thermodynamics
We developed an efficient and environmentally benign method for pyrazole synthesis by condensation between 2‐acylaziridines and hydrazine‐CO 2 salts in high yields. The sequential reactions involved include an acid‐catalyzed intramolecular aziridine ring opening and a subsequent benzylamine elimination. In additional to the ease of handling the hydrazine as a solid without any smell, all of the processes were carried out with no organic solvent, except for a small amount of phenol as an acid catalyst.