Mild, rhodium-catalyzed intramolecular hydroamination of unactivated terminal and internal Alkenes with primary and secondary amines

Mild, rhodium-catalyzed intramolecular hydroamination of unactivated terminal and internal Alkenes with primary and secondary amines
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DOI:
10.1021/ja710126x
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发表时间:
2008-02-06
影响因子:
15
通讯作者:
Hartwig, John F.
Hartwig, John F.
中科院分区:
化学1区
文献类型:
--
作者:
Liu, Zhijian;Hartwig, John F.

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我们报道了一系列温和的、铑催化的未活化烯烃与伯烷基胺和仲烷基胺的氢胺化反应,以优异的收率形成相应的五元和六元产物。该反应仅通过加氢胺化形成产物,而无需使用由联芳基二烷基膦和Xantphos类似物产生的催化剂进行竞争性氧化胺化或烯烃异构化。加氢胺化过程可耐受多种官能团,包括羟基、卤素、氰基和烷氧羰基。
We report a series of mild, rhodium-catalyzed hydroaminations of unactivated olefins with primary and secondary alkylamines to form the corresponding five- and six-membered products in excellent yields. The reactions form exclusively the product from hydroamination without competitive oxidative amination or olefin isomerization with catalysts generated from a biaryl dialkyl phosphine and an analogue of Xantphos. A variety of functional groups were tolerated by the hydroamination process, including hydroxyl, halo, cyano, and carboalkoxyl groups.