Functionalization including fluorination of nitrogen-containing compounds using electrochemical oxidation

DOI: 10.1248/cpb.44.1141

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1141 - 1145 (1996)

Update date:2022-08-17

Topics:

Authors:

Sono, Masakazu

Toyoda, Naoko

Shimizu, Kahori

Noda, Eiji

Shizuri, Yoshikazu

Tori, Motoo

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Article abstract of DOI:10.1248/cpb.44.1141

Nitrogen-containing compounds have been subjected to electrochemical oxidation with Et₃N-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, respectively. Similar electrochemical oxidation of caffeine with methanol, KCl, or KCN afforded 8-methoxycaffeine, 8-chlorocaffeine, or 8- cyanocaffeine, respectively.

Full text of DOI:10.1248/cpb.44.1141

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