Organic letters

Rhodium-catalyzed intramolecular silylation of unactivated C (sp3)–H bonds

Y Kuninobu, T Nakahara, H Takeshima, K Takai

Index: Kuninobu, Yoichiro; Nakahara, Takahiro; Takeshima, Hirotaka; Takai, Kazuhiko Organic Letters, 2013 , vol. 15, # 2 p. 426 - 428

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Citation Number: 43

Abstract

The treatment of a variety of hydrosilanes, each incorporating a benzylic C (sp3)–H bond, with a rhodium catalyst resulted in intramolecular dehydrogenative silylation. This silylation reaction was found to occur at typically unreactive C (sp3)–H bonds located at terminal positions on alkyl chains. Interestingly, the rhodium catalyst also promoted regioselective silylation at a site internal to an alkyl chain.