Synthesis

Chlorination of oximes with aqueous H2O2/HCl system: Facile synthesis of gem-chloronitroso-and gem-chloronitroalkanes, gem-chloronitroso-and gem- …

AO Terent'ev, IB Krylov, YN Ogibin, GI Nikishin

Index: Terent'ev, Alexander O.; Krylov, Igor B.; Ogibin, Yuri N.; Nikishin, Gennady I. Synthesis, 2006 , # 22 p. 3819 - 3824

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Citation Number: 10

Abstract

Abstract Chlorination of cyclic and linear ketone oximes with aqueous H 2 O 2/HCl in a two- phase dichloromethane-water system selectively affords gem-chloronitroso compounds in yields of up to 94%. One-pot oxidation of the resulting gem-chloronitroso compounds with peracetic acid, prepared in situ, gives gem-chloronitroalkanes and cycloalkanes in yields of up to 82%. The advantages of the method are that it is facile and environmentally benign ...