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Sonication and Microwave-Assisted Primary Amination of Potassium­ Aryltrifluoroborates and Phenylboronic Acids under Metal-Free Conditions

Dale Kuik, J. Adam McCubbin, Geoffrey K. Tranmer*

*College of Pharmacy, University of Manitoba, 750 McDermot Ave, Winnipeg, MB, R3E 0T5, Canada, Email: geoffrey.tranmerumanitoba.ca

D. Kuik, J. A. McCubbin, G. K. Tranmer, Synthesis, 2017, 49, 2555-2561.

DOI: 10.1055/s-0036-1588148 (free Supporting Information)



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Abstract

A transition-metal-free synthesis of a series of primary arylamines from potassium aryltrifluoroborates and phenylboronic acids uses hydroxylamine-O-sulfonic acid as a mild, inexpensive source of nitrogen in cooperation with aqueous sodium hydroxide in acetonitrile. Both a sonication and a microwave-assisted method were developed.

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Key Words

trifluoroborates, boronic acids, amination, sonochemistry, microwave synthesis


ID: J66-Y2017