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    Catalytic halogenation of activated methylene and methine compound
    1.
    发明公开
    Catalytic halogenation of activated methylene and methine compound 审中-公开
    Katalytische Halogenierung von aktivierten Methylen-和Methinverbindungen

    公开(公告)号：EP1151980A1

    公开(公告)日：2001-11-07

    申请号：EP01110667.1

    申请日：2001-05-02

    申请人： Solvias AG

    发明人： Hintermann, Lukas, Kokusai Koryukaikan S-311 ,  Togni, Antonio

    IPC分类号： C07B39/00 ,  C07B53/00 ,  C07C67/307

    CPC分类号： C07B53/00 ,  C07B39/00 ,  C07B2200/07 ,  C07C67/307 ,  C07C69/716

    摘要： A process for the halogenation of activated methylene and methine compounds with at least equimolar amounts of an electrophilic halogenation reagent, which comprises reacting said activated methylene and methine compounds in the presence of catalytic amounts of a titanium compound of the formula I or of a titanium compound of the formula II R 1 TiX 1 X 2 X 3 R 2 R 3 TiX 1 X 2 in which

    R 1 is chlorine, bromine or iodine, a substituted or unsubstituted cyclopentadienyl or indenyl, and X 1 , X 2 and X 3 are, independently of one another, chlorine, bromine or iodine, or X 1 , X 2 and X 3 are an organic sulfonate group where R 1 is a substituted or unsubstituted cyclopentadienyl or indenyl;
    R 2 and R 3 are a substituted or unsubstituted cyclopentadienyl or indenyl, R 2 and R 3 together are a substituted or unsubstituted and bridged or unbridged biscyclopentadienyl or bisindenyl, or R 2 and R 3 together are a substituted or unsubstituted 1,3-, 1,4- or 1,5-diolate, and X 1 and X 2 are, independently of one another, chlorine, bromine or iodine or an organic sulfonate group.
    If the diolate is enantiopure, the process is enantioselective on use of racemic activated methine compounds.

    摘要翻译： 一种用至少等摩尔量的亲电卤化试剂卤化活化的亚甲基和次甲基化合物的方法，其包括在催化量的式I的钛化合物或钛化合物的存在下使所述活化的亚甲基和次甲基化合物反应 式（II）中，R 1是氯，溴或碘，取代或未取代的，其中R 1是氯，溴或碘， 环戊二烯基或茚基，X 1，X 2和X 3彼此独立地为氯，溴或碘，或X 1，X 2和X 3为有机磺酸酯基，其中R 1为取代或未取代的环戊二烯基或茚基; R2和R3是取代或未取代的环戊二烯基或茚基，R2和R3一起是取代或未取代的和桥连的或未桥连的双环戊二烯基或双茚基，或者R 2和R 3一起是取代或未取代的1,3-，1,4-或1 ，5-二醇酯，X 1和X 2彼此独立地为氯，溴或碘或有机磺酸酯基。 如果二醇酯是对映体纯，则该方法对于使用外消旋的活化次甲基化合物是对映选择性的。