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    • 6. 发明授权
    • Process for the production of cyclopropane derivatives
    • 制备环丙烷衍生物的方法
    • US08497384B2
    • 2013-07-30
    • US13129213
    • 2009-11-12
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • C07D333/78
    • C07B37/10C07D333/78Y02P20/582
    • A process for the preparation of a cyclopropane derivative of Formula (I), by reacting an olefin of Formula (II), with a carbene of the formula:CR1R2, in a reaction vessel, optionally in the presence of a solvent, wherein, R1 and R2 are each independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R7 or —NR82; R3, R4, R5 and R6 are each independently hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, aryl, aryloxy, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R9, —NR102, —SR11, —S(O)R11, or —SO2R11, or R3 and R6 are as defined above and R4 and R5 together form a ring, which ring is carbocyclyl, heterocyclyl, aromatic or heteroaromatic; R7 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy, heteroaryl or —NR102; R8 is hydrogen, C1-C6 alkyl, C1-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; R9 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy or heteroaryl; R10 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl, heterocyclyl or C(O)R12; R11 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; and R12 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, or aryloxy, in the presence of copper metal or copper oxide, wherein the process is a continuous process.
    • 一种制备式(I)的环丙烷衍生物的方法,通过使式(II)的烯烃与式CR1R2的卡宾反应在反应容器中,任选地在溶剂存在下,其中R 1 C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,杂环基,碳环基,杂环基,-C(O)R 7或-NR 82; R3,R4,R5和R6各自独立地为氢,C1-C6烷基,C1-C6烷氧基,C2-C6烯基,芳基,芳氧基,杂芳基,杂环基,碳环基,杂环基,-C(O)R9,-NR102, SR11,-S(O)R11或-SO2R11,或R3和R6如上定义,R4和R5一起形成环,该环是碳环基,杂环基,芳族或杂芳族; R 7是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基,芳氧基,杂芳基或-NR 102; R 8是氢,C 1 -C 6烷基,C 1 -C 6烯基,芳基,杂芳基,碳环基或杂环基; R9是氢,羟基,C1-C6烷基,C1-C6烷氧基,芳基,芳氧基或杂芳基; R 10是氢,C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,碳环基,杂环基或C(O)R 12; R11是氢,C1-C6烷基,C2-C6烯基,芳基,杂芳基,碳环基或杂环基; 并且在铜金属或氧化铜的存在下,R 12是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基或芳氧基,其中该方法是连续方法。
    • 8. 发明申请
    • PROCESS FOR THE PRODUCTION OF CYCLOPROPANE DERIVATIVES
    • 生产环丙基衍生物的方法
    • US20110301359A1
    • 2011-12-08
    • US13129213
    • 2009-11-12
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • C07D333/78
    • C07B37/10C07D333/78Y02P20/582
    • A process for the preparation of a cyclopropane derivative of Formula (I), by reacting an olefin of Formula (II), with a carbene of the formula: CR1R2, in a reaction vessel, optionally in the presence of a solvent, wherein, R1 and R2 are each independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R7 or —NR82; R3, R4, R5 and R6 are each independently hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, aryl, aryloxy, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R9, —NR102, —SR11, —S(O)R11, or —SO2R11, or R3 and R6 are as defined above and R4 and R5 together form a ring, which ring is carbocyclyl, heterocyclyl, aromatic or heteroaromatic; R7 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy, heteroaryl or —NR102; R8 is hydrogen, C1-C6 alkyl, C1-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; R9 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy or heteroaryl; R10 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl, heterocyclyl or C(O)R12; R11 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; and R12 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, or aryloxy, in the presence of copper metal or copper oxide, wherein the process is a continuous process.
    • 一种制备式(I)的环丙烷衍生物的方法,通过使式(II)的烯烃与式CR1R2的卡宾反应在反应容器中,任选地在溶剂存在下,其中R 1 C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,杂环基,碳环基,杂环基,-C(O)R 7或-NR 82; R3,R4,R5和R6各自独立地为氢,C1-C6烷基,C1-C6烷氧基,C2-C6烯基,芳基,芳氧基,杂芳基,杂环基,碳环基,杂环基,-C(O)R9,-NR102, SR11,-S(O)R11或-SO2R11,或R3和R6如上定义,R4和R5一起形成环,该环是碳环基,杂环基,芳族或杂芳族; R 7是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基,芳氧基,杂芳基或-NR 102; R 8是氢,C 1 -C 6烷基,C 1 -C 6烯基,芳基,杂芳基,碳环基或杂环基; R9是氢,羟基,C1-C6烷基,C1-C6烷氧基,芳基,芳氧基或杂芳基; R 10是氢,C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,碳环基,杂环基或C(O)R 12; R11是氢,C1-C6烷基,C2-C6烯基,芳基,杂芳基,碳环基或杂环基; 并且在铜金属或氧化铜的存在下,R 12是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基或芳氧基,其中该方法是连续方法。