Platinum-catalyzed intramolecular hydroamination of unactivated olefins with secondary alkylamines

Platinum-catalyzed intramolecular hydroamination of unactivated olefins with secondary alkylamines
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DOI:
10.1021/ja043278q
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发表时间:
2005-02-02
影响因子:
15
通讯作者:
Widenhoefer, RA
Widenhoefer, RA
中科院分区:
化学1区
文献类型:
--
作者:
Bender, CF;Widenhoefer, RA

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苄基-2,2-二苯基-4-戊烯胺与 [PtCl2(H2CCH2)]2(2.5 mol%) 和 PPh3 的 1:2 催化混合物在二恶烷中于 120 °C 反应 16 小时,分离出 1-苄基-2-甲基-4,4-二苯基吡咯烷,产率 75%。许多γ-和δ-氨基烯烃进行分子内加氢胺化,以中等至良好的产率形成相应的吡咯烷衍生物。该反应表现出优异的官能团相容性和低湿度敏感性。
Reaction of benzyl-2,2-diphenyl-4-pentenylamine with a catalytic 1:2 mixture of [PtCl2(H2CCH2)]2(2.5 mol %) and PPh3in dioxane at 120 °C for 16 h led to isolation of 1-benzyl-2-methyl-4,4-diphenylpyrrolidine in 75% yield. A number of γ- and δ-amino olefins underwent intramolecular hydroamination to form the corresponding pyrrolidine derivatives in moderate to good yield. The reaction displayed excellent functional group compatibility and low moisture sensitivity.