Nucleophilic perfluoroalkylation of nitrones

Authors
Nelson, DW Easley, RA Pintea, BNV
Citation
Dw. Nelson et al., Nucleophilic perfluoroalkylation of nitrones, TETRAHEDR L, 40(1), 1999, pp. 25-28
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
1
Year of publication
1999
Pages
25 - 28
Database
ISI
SICI code
0040-4039(19990101)40:1<25:NPON>2.0.ZU;2-H
Abstract
New methods for perfluoroalkylation of carbon-nitrogen double bonds have be en developed. Addition of (trifluoromethyl)trimethylsilane (TMSCF3) to alph a,N-diarylnitrones produced a series of alpha-(trifluoromethyl)-N-hydroxyl amines protected as their O-trimethylsilyl derivatives. An alternate proced ure using pentafluoroethyllithium (F5C2Li) and chlorotrimethylsilane (TMSCl ) afforded O-trimethylsilyl-alpha- (pentafluoroethyl)-N-hydroxyl amines. (C ) 1998 Elsevier Science Ltd. All rights reserved.