Room-Temperature Hiyama Cross-Couplings of Arylsilanes with Alkyl Bromides and Iodides

Jae-Young Lee and Gregory C. Fu*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: gcfmit.edu

J.-Y. Lee, G. C. Fu, J. Am. Chem. Soc., 2003, 125, 5616-5617.

DOI: 10.1021/ja0349352

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Abstract

The Hiyama coupling of unactivated alkyl bromides and iodides proceeds under mild conditions (room temperature) with good functional-group tolerance.

see article for more examples and reactions

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Amino Alcohols as Ligands for Nickel-Catalyzed Suzuki Reactions of Unactivated Alkyl Halides, Including Secondary Alkyl Chlorides, with Arylboronic Acids

F. González-Bobes, G. C. Fu, J. Am. Chem. Soc., 2006, 128, 5360-5361.

Nickel-Catalyzed Cross-Couplings of Organosilicon Reagents with Unactivated Secondary Alkyl Bromides

D. A. Powell, G. C. Fu, J. Am. Chem. Soc., 2004, 126, 7788-7789.

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Key Words

Hiyama Coupling, Silanes, Arenes

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ID: J48-Y2003-1240