- Regioselective Metalation and Functionalization of the Pyrazolo[1,5- a]pyridine Scaffold Using Mg- and Zn-TMP Bases
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A regioselective functionalization of the pyrazolo[1,5-a]pyridine scaffold using Mg- and Zn-TMP bases (TMP = 2,2,6,6-tetramethylpiperidyl) in the presence or absence of BF3·OEt2 is described. Also, various functionalized pyrazolo[1,5-a]pyridines bearing an ester function (and an NHBoc or ethyl group) are magnesiated and functionalized, leading to polysubstituted heterocycles. Additionally, a sulfoxide directed ortho-metalation, followed by the transition-metal-free amination of a pyrazolo[1,5-a]pyridine sulfoxide, using a magnesium amide, is reported.
- Balkenhohl, Moritz,Salgues, Bruno,Hirai, Takahiro,Karaghiosoff, Konstantin,Knochel, Paul
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p. 3114 - 3118
(2018/05/28)
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- Effective and variable functionalization of pyrazolo[1,5-a]pyridines involving palladium-catalyzed coupling reactions
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Various 7-substituted pyrazolo[1,5-a]pyridines were synthesized by palladium-mediated cross-coupling reactions. Starting from the corresponding 7-iodo derivatives, incorporation of phenyl, vinyl, ethynyl, cyano, and amino was accomplished. Pyrazolo[1,5-a]
- Aboul-Fadl,Lober,Gmeiner
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p. 1727 - 1732
(2007/10/03)
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