Tetrahedron

4-Arylation of 3-alkoxypyrazoles

S Guillou, O Nesmes, MS Ermolenko, YL Janin

Index: Guillou, Sandrine; Nesmes, Olivier; Ermolenko, Mikhail S.; Janin, Yves L. Tetrahedron, 2009 , vol. 65, # 17 p. 3529 - 3535

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Citation Number: 26

Abstract

Following the study of the alkoxypyrazoles nitrogen's reactivity toward arylation or alkylation reactions, we report here our results on the introduction of various aryl groups on carbon 4 position of 3-alkoxypyrazoles. This was achieved from the corresponding 4-halogeno derivatives via a Suzuki–Miyaura aryl–aryl coupling reaction. The unexpected difficulties (lack of reactivity or unwanted halogen reduction) encountered in the C-4 arylation of NH- ...