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Preparation of Tertiary Amines from Tris(2-cyanoethyl)amine Using Three Successive Cobalt-Catalyzed Electrophilic Aminations with Organozinc Halides.

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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… Click to show full abstract

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.

Keywords: amine using; tris cyanoethyl; tertiary amines; using three; cyanoethyl amine; three successive

Journal Title: Organic letters
Year Published: 2020

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