The substitution of the bromo atom in aziridines 1 by cyanide

June 20, 2024

• Title:       

  The substitution of the bromo atom in aziridines 1 by cyanide 

• Image Source:

  Novel synthesis of 2-aminopentanedinitriles from 2-(bromomethyl)aziridines and their transformation into 2-imino-5-methoxypyrrolidines and 5-methoxypyrrolidin-2-ones

• Mark:

  Scheme 2

• Associated context:

  The most plausible explanation involves the substitution of the bromo atom in aziridines 1 by cyanide (CAS 57-12-5) towards the corresponding 2-(cyanomethyl)aziridines 2, followed by α-deprotonation with respect to the cyano group by the excess of cyanide and ring opening towards allylic amines 4 (Scheme 2).