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Current Organic Synthesis
ISSN (Print): 1570-1794
ISSN (Online): 1875-6271
VOLUME: 11
ISSUE: 3
DOI: 10.2174/15701794113109990002      Price:  $58









Electrogenerated Base Induced Dehydrodimerization and Dehydrotrimerization of Pyrazolones

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Author(s): Wei-Cui Li, Zheng-Zheng Zhang, Cheng-Chu Zeng, Li-Ming Hu and Hong-Yu Tian
Pages 454-460 (7)
Abstract:
Electrogenerated base induced dehydrocoupling of pyrazol-5-ones was investigated. The results showed that dehydrodimers and dehydrotrimers were generated simultaneously under electrolytic conditions, and their ratio was mainly dependent on the reaction temperature and the nature of the supporting electrolyte. It was observed that the formation of dimer 2 is preferred at lower temperatures and that trimer 3 is preferentially formed at higher temperatures. In addition, higher yields of 3 could be obtained when NaI was used as the supporting electrolyte. The dehydrocoupling reaction of pyrazol-5-ones to form dimer 2 and trimers 3 and 4 was proposed to be through an EGB-induced cascade mechanism.
Graphical Abstract:
Keywords:
Dehydrodimerization, dehydrotrimerization, electrogenerated bases, homocoupling, pyrazolone.
Affiliation:
College of Life Science & Bioengineering, Beijing University of Technology, Beijing 100124, China.