A mild one-pot deamination of aromatic amines bearing electron-withdrawinggroups. Calcium hypophosphite as a dediazonation reagent in nonaqueous media

Authors
Mitsuhashi, H Kawakami, T Suzuki, H
Citation
H. Mitsuhashi et al., A mild one-pot deamination of aromatic amines bearing electron-withdrawinggroups. Calcium hypophosphite as a dediazonation reagent in nonaqueous media, TETRAHEDR L, 41(29), 2000, pp. 5567-5569
Citations number
3
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
29
Year of publication
2000
Pages
5567 - 5569
Database
ISI
SICI code
0040-4039(20000715)41:29<5567:AMODOA>2.0.ZU;2-6
Abstract
Diazotization of the title amines with nitrogen dioxide in acetonitrile at -20 degrees C, followed by treatment with calcium hypophosphite in the pres ence of methanol and catalytic amounts of iron(II) sulfate at room temperat ure results in the reductive removal of the amino group, giving the corresp onding arenes in moderate to good yield. (C) 2000 Elsevier Science Ltd. All rights reserved.