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"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)


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Abstract

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.

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Stereospecific Copper-Catalyzed Domino Ring Opening and sp3 C-H Functionalization of Activated Aziridines with N-Alkylanilines

M. Sengoden, A. Bhowmick, T. Punniyamurthy, Org. Lett., 2017, 19, 158-161.


Key Words

oxazolidines, TBHP


ID: J42-Y2016