One-Pot Synthesis of 1,4-Disubstituted Pyrazoles from Arylglycines via Copper-Catalyzed Sydnone–Alkyne Cycloaddition Reaction

One-Pot Synthesis of 1,4-Disubstituted Pyrazoles from Arylglycines via Copper-Catalyzed Sydnone–Alkyne Cycloaddition Reaction

A robust method for constructing 1,4-pyrazoles from arylglycines was developed using the copper-catalyzed sydnone–alkyne cycloaddition reaction. The procedure offers a straightforward and general route to the pyrazole heterocycle through a three-step one-pot procedure.

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 79; no. 16; pp. 7772 - 7777
Main Authors: Specklin, Simon, Decuypere, Elodie, Plougastel, Lucie, Aliani, Soifia, Taran, Frédéric
Format: Journal Article
Language:English
Published: United States American Chemical Society 15-08-2014
Subjects:
Alkynes - chemistry
Copper - chemistry
Cycloaddition Reaction
Glycine - analogs & derivatives
Glycine - chemistry
Molecular Structure
Pyrazoles - chemical synthesis
Pyrazoles - chemistry
Sydnones - chemistry
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Description
Summary:A robust method for constructing 1,4-pyrazoles from arylglycines was developed using the copper-catalyzed sydnone–alkyne cycloaddition reaction. The procedure offers a straightforward and general route to the pyrazole heterocycle through a three-step one-pot procedure.
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ISSN:0022-3263
1520-6904
DOI:10.1021/jo501420r