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Alkylation and arylation of pyrazoles under solvent-free conditions: Conventional heating versus microwave irradiation

✍ Scribed by Inés Almena; Enrique Díz-Barra; Antonio De La Hoz; Juliana Ruiz; Ana Sínchez-Migallón; José Elguero


Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
408 KB
Volume
35
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

The use of sodium hydrogen carbonate under solvent‐free conditions and microwave irradiation is by far the best method for __N‐__alkylating pyrazoles. The yields are good and the method is devoid of side reactions (quaternization, isomerization, hydrogen halide elimination). Solvent‐free conditions are the only ones that allow us to prepare 1‐substituted pyrazoles from secondary halides. The procedure using quaternary salts in one‐pot provides an interesting alternative for the preparation of 1‐heteroarylpyrazoles.


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