Synthesis of Functionalized Organotrifluoroborates via Halomethyltrifluoroborates

Gary A. Molander* and Jungyeob Ham
Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323
Org. Lett., 2006, 8 (10), pp 2031–2034
DOI: 10.1021/ol060375a
Publication Date (Web): April 12, 2006
Copyright © 2006 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, gmolandr@sas.upenn.edu

Abstract

Abstract Image

Potassium bromo- and iodomethyltrifluoroborates have been prepared via in situ reaction of n-BuLi with dibromo- and diiodomethane, respectively, in the presence of trialkyl borates, followed by treatment with KHF2. Moreover, a new synthetic method for the preparation of potassium organotrifluoroborates through nucleophilic substitution of the halide in these potassium halomethyltrifluoroborates is described.

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History

  • Published In Issue May 11, 2006
  • Received February 13, 2006

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