Categories: C-C Bond Formation > Nitrogen-containing molecules >

Synthesis of β-Aminonitriles

Related:

---

Recent Literature

Tetrabutylammonium fluoride promotes ring-opening reactions of aziridines with trimethylsilyl compounds to give the corresponding products regioselectively in excellent yield. This reaction provides a facile and efficient access to cyano-, azido-, or chloroamines. The products are easily transformed to vicinal diamines or β-amino acids.
J. Wu, X.-L. Hou, L.-X. Dai, J. Org. Chem., 2000, 65, 1344-1348.

Aziridines react smoothly with sodium azide and sodium cyanide in the presence of a catalytic amount of lithium perchlorate under essentially mild and neutral reaction conditions to afford the corresponding β-azido and β-cyanoamines in high yields with high regioselectivity.
J. S. Yadav, B. V. S. Reddy, G. Parimala, P. Venkatram Reddy, Synthesis, 2002, 2383-2386.