The Beckmann Rearrangement Executed by Visible-Light-Driven Generation of Vilsmeier-Haack Reagent
Vishnu P. Srivastava, Arvind K. Yadav, Lal Dhar S. Yadav*
*Green Synthesis Lab, Department of Chemistry, University of Allahabad, Allahabad 211002, India, Email: ldsyadavhotmail.com
V. P. Srivastava, A. K. Yadav, L. D. S. Yadav, Synlett, 2014, 25, 665-670.
DOI: 10.1055/s-0033-1340623 (free Supporting Information)
An efficient Beckmann rearrangement at room temperature involves an eosin Y catalyzed, visible-light-mediated in situ formation of the Vilsmeier-Haack reagent from CBr4 and a catalytic amount of DMF. This operationally simple method for the activation of ketoximes avoids the need for any corrosive, water-sensitive reagents and elevated temperatures.
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visible light, eosin Y, photoredox, Beckmann rearrangement, amides