Highly selective direct and indirect anodic monofluorination of heterocyclic compounds

Authors
Fuchigami, T Higashiya, S Hou, YK Dawood, KM
Citation
T. Fuchigami et al., Highly selective direct and indirect anodic monofluorination of heterocyclic compounds, REV HET CHE, 19, 1999, pp. 67-78
Citations number
34
Categorie Soggetti
Chemistry
Journal title
REVIEWS ON HETEROATOM CHEMISTRY
ISSN journal
09156151 → ACNP
Volume
19
Year of publication
1999
Pages
67 - 78
Database
ISI
SICI code
0915-6151(1999)19:<67:HSDAIA>2.0.ZU;2-P
Abstract
Highly regioselective anodic partial fluorination of various heterocycles s uch as thiolanones, oxathiolanones, dithiolanones, 3H-1,4-benzoxathian-2-on es, beta-lactams, oxindoles, tetrahydroisoquinolines, and flavones has been successfully carried out using Et3N . 3HF or Et4NF . mHF (m=3,4). Indirect anodic monofluorodesulfurization of beta-phenylthio-beta-lactams was also performed by using a catalytic amount of a triarylamine mediator. Furthermo re, the anodic monofluorination of the side chain of heterocycles also met with success.