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Highly Efficient Brønsted Acidic Ionic Liquid Promoted Direct Diazenylation of Pyrazolones with Aryltriazenes under Mild Conditions
Author(s) -
Zhang Yonghong,
Hu Haiyan,
Liu ChenJiang,
Cao Dawei,
Wang Bin,
Sun Yadong,
Abdukader Ablimit
Publication year - 2017
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.201600475
Subject(s) - pyrazolones , ionic liquid , chemistry , solvent , reaction conditions , derivative (finance) , green chemistry , catalysis , organic chemistry , inorganic chemistry , financial economics , economics
We report the first Brønsted acidic ionic liquid (IL) promoted reaction of 5‐pyrazolones with aryltriazenes to prepare arylazopyrazolones. The reaction was carried out with the aryltriazenes as diazotizing agents, water as the solvent, and the ionic liquid as the promoter at room temperature under air and metal‐free conditions. The desired products were obtained in good to excellent yields. Notably, a gram‐scale experiment and a late‐stage diazenylation reaction of a pharmaceutical derivative also furnished the desired products under mild conditions.