The synthesis of alkyl aryl nitriles from N-(1-arylalkylidene) cyanomethylamines. Part 2. Mechanism

A Perosa, M Selva, P Tundo

文献索引：Perosa, Alvise; Selva, Maurizio; Tundo, Pietro Journal of the Chemical Society, Perkin Transactions 2, 2002 , # 5 p. 1033 - 1037

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被引用次数: 8

摘要

The mechanism of the rearrangement of N-(1-arylalkylidene) cyanomethylamines ArC ([double bond, length as m-dash] NCH 2 CN) R 1 to the corresponding nitriles ArCH (CN) R 2 (in DMF, at 150 C, with K 2 CO 3) is described. Reaction 1→ 2 was investigated for different types of imine 1, and it was found that with a leaving group other than CN− the reaction does not proceed to yield the nitrile, whereas imines such as PhC ([double bond, ...