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    • 4. 发明授权
    • Process for the preparation of an oxirane, azirdine or cyclopropane
    • 制备环氧乙烷,氮杂环丁烷或环丙烷的方法
    • US5703246A
    • 1997-12-30
    • US617755
    • 1996-03-15
    • Varinder Kumar AggarwalHesham Nimer Hasan Abdel-RahmanHee Yoon Lee
    • Varinder Kumar AggarwalHesham Nimer Hasan Abdel-RahmanHee Yoon Lee
    • C07B37/10C07B41/00C07B43/00C07C2/86C07C13/04C07C13/28C07C45/68C07C49/293C07C69/743C07C69/753C07C211/16C07C303/30C07C303/34C07C303/40C07C315/04C07D203/02C07D203/22C07D203/24C07D301/02C07D303/04C07D303/08C07D303/16C07D303/40C07D303/46C07D407/04C07F9/564C07C203/00
    • C07D203/22C07C2/868C07D203/02C07D203/24C07D301/02C07D303/04C07D303/08C07D303/16C07D303/40C07D303/46C07D407/04C07F9/564C07C2101/02
    • A process for the preparation of an oxirane, aziridine or cyclopropane of formula (I) wherein, X is oxygen, NR.sup.4 or CHR.sup.5 ; R.sup.1 is hydrogen, alkyl, aryl, heteroaromatic, heterocyclic or cycloalkyl; R.sup.2 is hydrogen, alkyl, aryl, heteroaromatic, CO.sub.2 R.sup.8, CHR.sup.14 NHR.sup.13, heterocyclic or cycloalkyl; or R.sup.1 and R.sup.2 join together to form a cycloalkyl ring; R.sup.3 is hydrogen, alkyl, aryl, heteroaromatic, CO.sub.2 R.sup.8, R.sup.8.sub.3 Sn, CONR.sup.8 R.sup.9 or trimethylsilyl; R.sup.4 and R.sup.5 are, independently, alkyl, cycloalkyl, aryl, heteroaromatic, SO.sub.2 R.sup.8, SO.sub.3 R.sup.8, COR.sup.8, CO.sub.2 R.sup.8, CONR.sup.8 R.sup.9 or CN, or R.sup.4 can also be P(O)(aryl).sub.2 ; R.sup.8 and R.sup.9 are independently alkyl, aryl or arylalkyl; R.sup.13 and R.sup.14 are independently hydrogen, alkyl or aryl; the process comprising reacting a mixture of a compound of formula (II), wherein R.sup.1, R.sup.2 and X are as defined above, and a sulphide of formula SR.sup.6 R.sup.7, wherein R.sup.6 and R.sup.7 are independently alkyl, aryl or heteroaomatic, or R.sup.6 and R.sup.7 join together to form a cycloalkyl ring which optionally includes an additional heteroatom, with either (i) a metallocarbon obtainable by reacting an alkylmetal with a methane derivative of formula CHR.sup.3 X'X", wherein R.sup.3 is as defined above, and X' and X" are independently, a leaving group, or (ii) a metallocarbon obtainable by reacting a compound of formula (III), (wherein R.sup.3 may not be hydrogen) with a suitable organometallic or inorganic reagent.
    • PCT No.PCT / GB94 / 02280第 371日期:1996年3月15日 102(e)1996年3月15日PCT 1994年10月19日PCT PCT。 公开号WO95 / 11230 日期:1995年04月27日制备式(I)的环氧乙烷,氮丙啶或环丙烷的方法,其中X是氧,NR 4或CHR 5; R 1是氢,烷基,芳基,杂芳族,杂环或环烷基; R2是氢,烷基,芳基,杂芳族,CO2R8,CHR14NHR13,杂环或环烷基; 或R 1和R 2连接在一起形成环烷基环; R3是氢,烷基,芳基,杂芳族,CO2R8,R83Sn,CONR8R9或三甲基甲硅烷基; R4和R5独立地是烷基,环烷基,芳基,杂芳族,SO2R8,SO3R8,COR8,CO2R8,CONR8R9或CN,或R4也可以是P(O)(芳基)2; R8和R9独立地是烷基,芳基或芳基烷基; R 13和R 14独立地是氢,烷基或芳基; 该方法包括使式(II)化合物(其中R 1,R 2和X如上所定义)和式SR 6 R 7的硫化物的混合物反应,其中R 6和R 7独立地为烷基,芳基或杂芳基,或R 6和R 7连接 一起形成任选地包括另外的杂原子的环烷基环,与(i)通过使烷基金属与式CHR 3 X'X“的甲烷衍生物反应得到的金属碳,其中R 3如上所定义,X'和X' 独立地是离去基团,或(ii)可通过使式(III)化合物(其中R 3可以不是氢)与合适的有机金属或无机试剂反应得到的金属碳。