Room-Temperature Alkyl-Alkyl Suzuki Cross-Coupling of Alkyl Bromides that Possess β Hydrogens

Matthew R. Netherton, Chaoyang Dai, Klaus Neuschütz and Gregory C. Fu*

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

M. R. Netherton, C. Dai, K. Neuschütz, G. C. Fu, J. Am. Chem. Soc., 2001, 123, 10099-10100.

DOI: 10.1021/ja011306o

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Abstract

Suzuki cross-couplings of alkyl bromides that contain β hydrogens run under surprisingly mild conditions (room temperature). This work represents a significant expansion in the scope of the Suzuki reaction.

see article for more examples

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Alkyl-Alkyl Suzuki Cross-Couplings of Unactivated Secondary Alkyl Halides at Room Temperature

B. Saito, G. C. Fu, J. Am. Chem. Soc., 2007, 129, 9602-9603.

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.

Boronic Acids: New Coupling Partners in Room-Temperature Suzuki Reactions of Alkyl Bromides. Crystallographic Characterization of an Oxidative-Addition Adduct Generated under Remarkably Mild Conditions

J. H. Kirchhoff, M. R. Netherton, I. D. Hill, G. C. Fu, J. Am. Chem. Soc., 2002, 124, 13662-13663.

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Key Words

alkanes, Suzuki Coupling

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ID: J48-Y2001