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

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 NaBArF4, leading to the production of 2-(1-silylalkyl)-1,3-azoles is described. The presence of 3,5-dimethylpyridine is re...

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Veröffentlicht in:Chemistry letters 2018-01, Vol.47 (3), p.385
Hauptverfasser: Hirano, Masaya, Fukumoto, Yoshiya, Matsubara, Nao, Chatani, Naoto
Format: Artikel
Sprache:eng ; fre ; ger ; jpn
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Zusammenfassung: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 NaBArF4, 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.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.171137