"On Water" C(sp3)-H Functionalization/C-O/C-N Bonds Formations: Synthesis of Functionalized Oxazolidines and Imidazolidines
Vanaparthi Satheesh, Mani Sengoden and Tharmalingam Punniyamurthy*
*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India, Email: tpunniiitg.ernet.in
V. Satheesh, M. Sengoden, T. Punniyamurthy, J. Org. Chem., 2016, 81, 9792-9801.
DOI: 10.1021/acs.joc.6b01850 (free Supporting Information)
see article for more reactions
Tetrabutylammonium iodide as the catalyst and tert-butyl hydroperoxide in water (T-Hydro) as the oxidant enable a potential route for the construction of functionalized oxazolidines and imidazolidines via oxidative C(sp3)-H functionalization/C-O/C-N bonds formations. The reaction is simple, regioselective, and effective at moderate temperature with broad substrate scope.
see article for more examples
M. Sengoden, A. Bhowmick, T. Punniyamurthy, Org. Lett., 2017, 19, 158-161.