One-Pot Oxidation and Rearrangement of Propargylamines and in Situ Pyrazole Synthesis

Reported here are procedures for a one-pot oxidation and rearrangement of propargylamines to synthesize enaminones, with supporting mechanistic studies. Also reported are the extended one-pot syntheses of pyrazoles, including celecoxib and various heterocyclic compounds.

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Bibliographic Details
Published in:Organic letters 2014-08, Vol.16 (16), p.4146-4149
Main Authors: Chen, Jinshan, Properzi, Roberta, Uccello, Daniel P, Young, Jennifer A, Dushin, Russell G, Starr, Jeremy T
Format: Article
Language:English
Subjects:
Catalysis
Celecoxib
Combinatorial Chemistry Techniques
Molecular Structure
Oxidation-Reduction
Pargyline - analogs & derivatives
Pargyline - chemistry
Propylamines - chemistry
Pyrazoles - chemical synthesis
Pyrazoles - chemistry
Sulfonamides - chemical synthesis
Sulfonamides - chemistry
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Description
Summary:Reported here are procedures for a one-pot oxidation and rearrangement of propargylamines to synthesize enaminones, with supporting mechanistic studies. Also reported are the extended one-pot syntheses of pyrazoles, including celecoxib and various heterocyclic compounds.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol501842b