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Preparation of Tertiary Amines from Tris(2-cyanoethyl)amine Using Three Successive Cobalt-Catalyzed Electrophilic Aminations with Organozinc Halides.
Organic Letters ( IF 4.9 ) Pub Date : 2020-02-12 , DOI: 10.1021/acs.orglett.0c00297 Simon Graßl 1 , Paul Knochel 1
Organic Letters ( IF 4.9 ) Pub Date : 2020-02-12 , DOI: 10.1021/acs.orglett.0c00297 Simon Graßl 1 , Paul Knochel 1
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We report a stepwise preparation of triple alkylated or arylated tertiary amines, starting from commercially available tris(2-cyanoethyl)amine using three successive reaction sequences involving a selective oxidation (formation of an N-oxide followed by a Cope elimination) leading to an intermediate hydroxylamine, a benzoylation, and a cobalt-catalyzed electrophilic amination with organozinc halides.
中文翻译:
由三(2-氰乙基)胺经三步钴催化的亲电子胺与卤化有机锌的合成,制备叔胺。
我们报告了逐步烷基三芳基化或芳基化叔胺的制备,从市售的三(2-氰基乙基)胺开始,使用三个连续的反应序列,涉及选择性氧化(形成N-氧化物,然后进行Cope消除),导致形成中间体羟胺,苯甲酰化反应以及钴与有机卤化锌的亲电子胺化反应。
更新日期:2020-02-12
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
由三(2-氰乙基)胺经三步钴催化的亲电子胺与卤化有机锌的合成,制备叔胺。
我们报告了逐步烷基三芳基化或芳基化叔胺的制备,从市售的三(2-氰基乙基)胺开始,使用三个连续的反应序列,涉及选择性氧化(形成N-氧化物,然后进行Cope消除),导致形成中间体羟胺,苯甲酰化反应以及钴与有机卤化锌的亲电子胺化反应。