Studies on the transformation of azido-group to N-(t-butoxycarbonyl)amino group via Staudinger reaction
被引:19
作者:
Afonso, CAM
论文数: 0引用数: 0
h-index: 0
机构:
Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, P-2825 Monte De Caparica, PortugalUniv Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, P-2825 Monte De Caparica, Portugal
Afonso, CAM
[1
]
机构:
[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, P-2825 Monte De Caparica, Portugal
By a simple and direct sequence, treatment of primary azides with tri-n-butylphosphine, followed by addition of di-t-butyl dicarbonate (Boc(2)O) affords, N-(t-Butoxycarbonyl)amines 2 in moderate to good overall yields. For secondary azides the formation of symmetrical disubstituted ureas is a competitive process. Conditions were found which, in the presence of a primary amine, allow for moderate selectivity for the reaction with Boc(2)O.