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Reactions of pyrazolium salts with silyllithium reagents. Regioselective synthesis of 5-silylated 3-pyrazolines

✍ Scribed by Purificación Cuadrado; Ana M. González-Nogal


Book ID
104258679
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
246 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


Abshnct

1,3,5-trisubstituted-2-methylpyrazolium iodides react with dimethylphenylsilyl-and twtbutyldiphenylsilyllithium leading, in general, to one of the corresponding S-silyl-3-pyrazolines The silyl group is easily substituted by electrophiles to give 5-tinctionalized 3-pyrazolines.Moreover. 5-silyl-3pyrazolines undergo thermic ring opening with silicon-rearrangement affording a-silylated P-diimines


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✍ Purificación Cuadrado; Ana M. González-Nogal; Senén Martínez 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 827 KB

2-Pyrazolin-4-oximes have been synthesized by reaction of 4-nitroso-and 4nitropyrazoles with complex metal hydrides and organometallic reagents. Furthermore, 4nitropyrazolium tetrafluoroborates are reactive substrates towards organolithium and Grignard compounds leading to new and highly substituted