REGIOSELECTIVE OXYFUNCTIONALIZATION OF UNACTIVATED TERTIARY AND SECONDARY C-H BONDS OF ALKYLAMINES BY METHYL(TRIFLUOROMETHYL)DIOXIRANE IN STRONG ACID-MEDIUM

Authors
ASENSIO G GONZALEZNUNEZ ME MELLO R
Citation
G. Asensio et al., REGIOSELECTIVE OXYFUNCTIONALIZATION OF UNACTIVATED TERTIARY AND SECONDARY C-H BONDS OF ALKYLAMINES BY METHYL(TRIFLUOROMETHYL)DIOXIRANE IN STRONG ACID-MEDIUM, Anales de quimica, 89(1), 1993, pp. 125-128
Citations number
NO
Categorie Soggetti
Chemistry
Journal title
Anales de quimica → ACNP
ISSN journal
11302283
Volume
89
Issue
1
Year of publication
1993
Pages
125 - 128
Database
ISI
SICI code
1130-2283(1993)89:1<125:ROOUTA>2.0.ZU;2-T
Abstract
Tetrafluoroborate salts of primary, secondary, and tertiary amines are resistant towards N oxidation by methyl(trifluoromethyl)dioxirane (1b ), allowing the selective oxidation of aliphatic tertiary and secondar y C-H bonds in the alkyl side chain. The strong electron-withdrawing n ature of the ammonium group deactivates the oxidation of even tertiary C-H bonds at the alpha and beta positions.