Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N-Sulfonylhydrazones

Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N-Sulfonylhydrazones

A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3−5 h). This...

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Veröffentlicht in:Journal of organic chemistry 2008-06, Vol.73 (12), p.4698-4701
Hauptverfasser: Lee, Young Tak, Chung, Young Keun
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Hydrazones - chemistry
Organic chemistry
Preparations and properties
Pyrazoles - chemical synthesis
Pyrazoles - chemistry
Silver - chemistry
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Zusammenfassung:A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3−5 h). This methodology allows for the efficient and regioselective synthesis of 1,3- and 1,5-disubstituted and 1,3,5-trisubstituted pyrazoles.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo800663g