Ambient-Temperature Newman-Kwart Rearrangement Mediated by Organic Photoredox Catalysis
Andrew J. Perkowski, Cole L. Cruz and David A. Nicewicz*
*Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, United States, Email: nicewiczunc.edu
A. J. Perkowski, C. L. Cruz, D. A. Nicewicz, J. Am. Chem. Soc., 2015, 137, 15684-15687.
DOI: 10.1021/jacs.5b11800 (free Supporting Information)
The high thermal conditions required for the Newman-Kwart rearrangement often leads to decomposition. A commercially available organic single-electron photooxidant catalyzes the rearrangement of O-aryl carbamothioates to S-aryl carbamothioates at ambient temperatures.
see article for more examples