A cationic iridium-catalyzed C(sp3)H silylation of 2-Alkyl-1,3-Azoles at the α-position in the 2-Alkyl group leading to 2-(1-silylalkyl)-1,3-Azoles

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Abstract

The regioselective silylation of the α-C(sp3)H bond in the 2-Alkyl group in 2-Alkyl-1,3-Azole derivatives with hydrosilanes, catalyzed by the combination of (POCOPtBu)IrHCl and NaBArF 4, leading to the production of 2-(1-silylalkyl)-1,3-Azoles is described. The presence of 3,5-dimethylpyridine is required for the reaction to procced. Although the reaction takes place both in the presence and absence of a hydrogen acceptor, the addition of an acceptor gave better results, in terms of the efficiency of the reaction.

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Hirano, M., Fukumoto, Y., Matsubara, N., & Chatani, N. (2018). A cationic iridium-catalyzed C(sp3)H silylation of 2-Alkyl-1,3-Azoles at the α-position in the 2-Alkyl group leading to 2-(1-silylalkyl)-1,3-Azoles. Chemistry Letters, 47(3), 385–388. https://doi.org/10.1246/cl.171137

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