FUNCTIONALIZATION INCLUDING FLUORINATION OF CAFFEINE, GUANOSINE TETRAACETATE, AND URIDINE TRIACETATE USING ELECTROCHEMICAL OXIDATION

Authors
SONO M TOYODA N SHIZURI Y TORI M
Citation
M. Sono et al., FUNCTIONALIZATION INCLUDING FLUORINATION OF CAFFEINE, GUANOSINE TETRAACETATE, AND URIDINE TRIACETATE USING ELECTROCHEMICAL OXIDATION, Tetrahedron letters, 35(49), 1994, pp. 9237-9238
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
49
Year of publication
1994
Pages
9237 - 9238
Database
ISI
SICI code
0040-4039(1994)35:49<9237:FIFOCG>2.0.ZU;2-7
Abstract
The title compounds have been subjected to electrochemical oxidation w ith Et(3)N-3HF as an electrolyte. Caffeine afforded 8-fluorocaffeine a s a sole product in 43% yield. Guanosine tetraacetate and uridine tria cetate gave the fluorinated compounds in 7.3 and 4.8 % yield, respecti vely. Similar electrochemical oxidation of caffeine with methanol, KCl or KCN yielded 8-methoxycaffeine, 8-chloracaffeine, or 8-cyanocaffein e, respectively.