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首页> 外文期刊>Journal of Fluorine Chemistry >Regioselective ring opening of [(perfluoroalkyl)methyl] oxiranes with N-nucleophiles
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Regioselective ring opening of [(perfluoroalkyl)methyl] oxiranes with N-nucleophiles

机译:[(全氟烷基)甲基]氧杂环戊烷与N-亲核试剂的区域选择性开环

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摘要

The reactions of C_8F_(17)CH_2CHCH_2O with some primary and secondary aliphatic amines affording selective ring opening at C_beta are reported.The reactions with secondary amines HNR~1R~2(R~1 = R~2 = Et;R~1 = Bu~t,R~2 = CH_2CH_2O(CO)C(CH_3)=CH_2;R~1 = Et,R~2 = CH_2CH_2OH;R~1 = R~2 = CH_2CH_2OH)gave the corresponding C_8F_(17)CH_2-CH(OH)-CH_2-NR~1R~2 derivatives.For R~1 = Et,R~2 = CH_2CH_2OH;R~1 = R~2 = CH_2CH_2OH,the reactions proceed through the selective nucleophilic attack of the NH moiety with no evidence of reactivity of the OH group.The reactions with the primary amines,allylamine and n-hexamethylenediamine,gave different products depending on reaction conditions.
机译:报道了C_8F_(17)CH_2CHCH_2O与伯和仲脂肪胺在C_beta具有选择性开环的反应。与仲胺HNR〜1R〜2(R〜1 = R〜2 = Et; R〜1 = Bu 〜t,R〜2 = CH_2CH_2O(CO)C(CH_3)= CH_2; R〜1 = Et,R〜2 = CH_2CH_2OH; R〜1 = R〜2 = CH_2CH_2OH)得到相应的C_8F_(17)CH_2-CH (OH)-CH_2-NR〜1R〜2衍生物。对于R〜1 = Et,R〜2 = CH_2CH_2OH; R〜1 = R〜2 = CH_2CH_2OH,反应通过对NH部分的选择性亲核进攻进行与伯胺,烯丙胺和正六亚甲基二胺的反应根据反应条件得到不同的产物。

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