FUNCTIONALIZATION INCLUDING FLUORINATION OF NITROGEN-CONTAINING COMPOUNDS USING ELECTROCHEMICAL OXIDATION

Authors
SONO M TOYODA N SHIMIZU K NODA E SHIZURI Y TORI M
Citation
M. Sono et al., FUNCTIONALIZATION INCLUDING FLUORINATION OF NITROGEN-CONTAINING COMPOUNDS USING ELECTROCHEMICAL OXIDATION, Chemical and Pharmaceutical Bulletin, 44(6), 1996, pp. 1141-1145
Citations number
19
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
44
Issue
6
Year of publication
1996
Pages
1141 - 1145
Database
ISI
SICI code
0009-2363(1996)44:6<1141:FIFONC>2.0.ZU;2-D
Abstract
Nitrogen-containing compounds have been subjected to electrochemical o xidation with Et(3)N-3HF as an electrolyte. Caffeine afforded 8-fluoro caffeine as a sole product in 40.3% yield. Guanosine tetraacetate and uridine triacetate gave the fluorinated compounds in 17.5 and 4.6% yie lds, respectively. Similar electrochemical oxidation of caffeine with methanol, KCl, or KCN afforded 8-methoxycaffeine, 8-chlorocaffeine, or 8-cyanocaffeine, respectively.