Catalytic Amination of β-(Hetero)arylethyl Ethers by Phosphazene Base t-Bu-P4
Catalytic Amination of β-(Hetero)arylethyl Ethers by Phosphazene Base t-Bu-P4
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DOI：
10.1021/acs.orglett.9b02309
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发表时间：
2019-09-06
期刊：
影响因子：
5.2
通讯作者：
Kondo, Yoshinori
中科院分区：
文献类型：
--
作者：
Shigeno, Masanori;Nakamura, Ryutaro;Kondo, Yoshinori
我们描述了用有机超碱t-Bu-P4催化-（杂）芳乙基醚与胺的胺化反应，得到-（杂）芳乙基胺。该反应具有广泛的底物范围，并允许电子缺乏和电子中性的-（杂）芳乙基醚与各种胺的转化，包括吡咯、n-烷基苯胺、二苯胺、苯胺、吲哚和吲哚衍生物。机理研究表明，从底物中去除MeOH形成（杂）芳烯，然后将其氢胺化，这是一个双反应途径。
We describe the catalytic amination of beta-(hetero)arylethyl ethers with amines using the organic super- base t-Bu-P4 to obtain beta-(hetero)arylethylamines. The reaction has a broad substrate scope and allows the transformations of electron-deficient and electron-neutral beta-(hetero)arylethyl ethers with various amines including pyrrole, N-alkylaniline, diphenylamine, aniline, indole, and indoline derivatives. Mechanistic studies indicate a two-reaction pathway of MeOH elimination from the substrate to form a (hetero)arylalkene followed by the hydroamination of the alkene.