ipso-Nitration of Arylboronic Acids with Chlorotrimethylsilane−Nitrate Salts

G. K. Surya Prakash,* Chiradeep Panja, Thomas Mathew, Vijayalakshmi Surampudi, Nicos A. Petasis, and George A. Olah*
Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661
Org. Lett., 2004, 6 (13), pp 2205–2207
DOI: 10.1021/ol0493249
Publication Date (Web): June 2, 2004
Copyright © 2004 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.

, gprakash@usc.edu

Abstract

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A mixture of nitrate salt and chlorotrimethylsilane is found to be an efficient regioselective nitrating agent for the ipso-nitration of arylboronic acids to produce the corresponding nitroarenes in moderate to excellent yields. High selectivity, simplicity, and convenience are the key features of the reaction.

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History

  • Published In Issue June 24, 2004
  • Received April 13, 2004

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