Functionalization Including Fluorination of Nitrogen-Containing Compounds Using Electrochemical Oxidation.
…, N TOYODA, K SHIMIZU, E NODA, Y SHIZURI…
Index: Sono, Masakazu; Toyoda, Naoko; Shimizu, Kahori; Noda, Eiji; Shizuri, Yoshikazu; Tori, Motoo Chemical and Pharmaceutical Bulletin, 1996 , vol. 44, # 6 p. 1141 - 1145
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Citation Number: 18
Abstract
Nitrogen-containing compounds have been subjected to electrochemical oxidation with Et 3 N-3HF as an electrolyte. Caffeine afforded 8-fluorocaffeine as a sole product in 40.3% yield. Guanosine tetraacetate and uridine triacetate gave the fluorinated compounds in 17.5 and 4.6% yields, rspectively. Similar electrochemical oxidation of caffeine with methanol, KCl, or KCN afforded 8-methoxycaffeine, 8-chlorocaffeine, or 8-cyanocaffeine, respectively.
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