Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-09-22
1998-12-22
McKane, Joseph K.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
548967, 548969, C07D20306
Patent
active
058522050
ABSTRACT:
Production of aziridines comprising reacting an ethylenically unsaturated compound, such as styrene or methyl cinnamate, with a nitrene donor, such as (N-(p-tolylsulphonyl) imino) phenyliodinane in the presence of an acidic zeolitic material having a pore size large enough for the reactants to enter, and the aziridination product to leave, the zeolite supercage, said zeolite having been impregnated, or preferably exchanged, with ions of at least one metal selected from Groups VIA, VIIA, VIII, IB and IIB of the 4th to the 6th periods of the Periodic Table. The metal is preferably copper and the zeolite is preferably zeolite Y.
Asymmetric aziridines may be made by treating the catalyst with a chiral modifier such as a 4,4'-disubstituted bis(oxazoline) before contact with the nitrene donor.
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Evans et al., J. Am. Chem. Soc., 1994, 116 No. 7, pp. 2742-2753.
Feast et al., Studies in Surface Science and Catalysis, (11th International Congress on Catalysis Anniversary 101 Part A (1966) pp. 211-219.
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CA:114 100883 On the mechanism . . . compounds. Atgai et al., 1991.
CA: 111:Functionalization of olefins by alkoxyimidoylnitrenes. Subbaraj et al., 1989.
Bethell Donald
Hutchings Graham John
Langham Christopher
Lee Darren Frank
Page Philip Charles Bulman
Imperial Chemical Industries plc
McKane Joseph K.
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