ELECTROPHILIC TETRAALKYLAMMONIUM NITRATE NITRATION .1. CONVENIENT NEWANHYDROUS NITRONIUM TRIFLATE SYNTHESIS AND IN-SITU HETEROCYCLIC N-NITRATION

Authors
ADAMS CM SHARTS CM SHACKELFORD SA
Citation
Cm. Adams et al., ELECTROPHILIC TETRAALKYLAMMONIUM NITRATE NITRATION .1. CONVENIENT NEWANHYDROUS NITRONIUM TRIFLATE SYNTHESIS AND IN-SITU HETEROCYCLIC N-NITRATION, Tetrahedron letters, 34(42), 1993, pp. 6669-6672
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
42
Year of publication
1993
Pages
6669 - 6672
Database
ISI
SICI code
0040-4039(1993)34:42<6669:ETNN.C>2.0.ZU;2-E
Abstract
Reaction of tetra-n-butylammonium nitrate and triflic anhydride, CF3SO 2OSO2CF3 (Tf2O), in dichloromethane (CH2Cl2) solvent at O degrees C, p roduces anhydrous nitronium nitrate, NO2OSO2CF3 (NO2OTf). Subsequent i ntroduction of various heterocycles and their N-acetylated analogs yie ld N-nitrated products in 20-76% yield with an overall one-pot procedu re.