ONE-POT CONVERSION OF AZIDES TO BOC-PROTECTED AMINES WITH TRIMETHYLPHOSPHINE AND BOC-ON

Citation
X. Ariza et al., ONE-POT CONVERSION OF AZIDES TO BOC-PROTECTED AMINES WITH TRIMETHYLPHOSPHINE AND BOC-ON, Tetrahedron letters, 39(49), 1998, pp. 9101-9102
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
49
Year of publication
1998
Pages
9101 - 9102
Database
ISI
SICI code
0040-4039(1998)39:49<9101:OCOATB>2.0.ZU;2-A
Abstract
Reaction of azides with trimethylphosphine followed by addition of 2-( tert-butoxycarbonyloxyimino)-2-phenyl- acetonitrile (Boc-ON) at -20 de grees C,and stirring at r.t. for 5 h affords the desired Boc-amines in 87-100% yields. Similar yields are obtained by mixing all components together (azide, Me3P, and Boc-ON) in toluene or THF. (C) 1998 Elsevie r Science Ltd. All rights reserved.