Catalytic oxidation of imines based on methyltrioxorhenium/urea hydrogen peroxide: a mild and easy chemo- and regioselective entry to nitrones

Gianluca Soldaini; Francesca Cardona; Andrea Goti

doi:10.1021/ol062862w

Catalytic oxidation of imines based on methyltrioxorhenium/urea hydrogen peroxide: a mild and easy chemo- and regioselective entry to nitrones

Org Lett. 2007 Feb 1;9(3):473-6. doi: 10.1021/ol062862w.

Authors

Gianluca Soldaini¹, Francesca Cardona, Andrea Goti

Affiliation

¹ Dipartimento di Chimica Organica "Ugo Schiff", Laboratorio di Progettazione, Sintesi e Studio di Eterocicli Biologicamente Attivi (HeteroBioLab) and Consorzio INSTM, Università di Firenze, via della Lastruccia 13, I-50019 Sesto Fiorentino (Firenze), Italy.

PMID: 17249790
DOI: 10.1021/ol062862w

Abstract

[reaction: see text] The first successful catalytic oxidation procedure for the chemoselective conversion of imines to nitrones is reported. The reaction is general, high yielding, and user and environmentally friendly, and furnishes a solution to the yet unanswered issue of regioselective access to nitrones by oxidation of nitrogen derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Hydrogen Peroxide / chemistry*
Imines / chemistry*
Models, Chemical
Nitrogen / chemistry
Nitrogen Oxides / chemical synthesis*
Organometallic Compounds / chemistry*
Oxidation-Reduction
Urea / chemistry*

Substances

Imines
Nitrogen Oxides
Organometallic Compounds
nitrones
methyltrioxorhenium VII
Urea
Hydrogen Peroxide
Nitrogen