We thank the NSFC (Nos. 20932006 and 20972148), EPSRC, and GlaxoSmithKline (GSK) for financial support of this work (Grant EP/F068158/1) and Drs A. Maxwell and L. Shukla (GSK) for helpful discussions. T.B.M. thanks the EPSRC for an Overseas Research Travel Grant, the RCUK China Office for support of the first UK-China Research Workshop on “Metals in Organic Synthesis: Toward Cleaner, Greener Chemical Processes”, the Royal Society for a Wolfson Research Merit Award, and AllyChem Co. Ltd. for a generous donation of diboron reagents.
Alkylboronic Esters from Copper-Catalyzed Borylation of Primary and Secondary Alkyl Halides and Pseudohalides†
Article first published online: 1 DEC 2011
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 2, pages 528–532, January 9, 2012
How to Cite
Yang, C.-T., Zhang, Z.-Q., Tajuddin, H., Wu, C.-C., Liang, J., Liu, J.-H., Fu, Y., Czyzewska, M., Steel, P. G., Marder, T. B. and Liu, L. (2012), Alkylboronic Esters from Copper-Catalyzed Borylation of Primary and Secondary Alkyl Halides and Pseudohalides . Angew. Chem. Int. Ed., 51: 528–532. doi: 10.1002/anie.201106299
- Issue published online: 4 JAN 2012
- Article first published online: 1 DEC 2011
- Manuscript Received: 6 SEP 2011
- NSFC. Grant Numbers: 20932006, 20972148
- GlaxoSmithKline. Grant Number: EP/F068158/1
- synthetic methods
Easy access: An unprecedented copper-catalyzed cross-coupling reaction of the title compounds with diboron reagents is described (see scheme; Ts=4-toluenesulfonyl). This reaction can be used to prepare both primary and secondary alkylboronic esters having diverse structures and functional groups. The resulting products would be difficult to access by other means.