Nitroxide synthesis using the methyltrioxorhenium/hydrogen peroxide system

✍ Scribed by Robert W. Murray; Kaliappan Iyanar

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 142 KB
• Volume: 9
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1998)9:3<347::aid-hc12>3.0.co;2-r

✦ Synopsis

Some secondary amines of varying structural type have been oxidized by the methyltrioxorhenium/hydrogen peroxide system to the corresponding nitroxides in excellent yield. These results, coupled with our earlier work using this system, indicate the striking parallel between this chemistry and that of the dioxiranes. While the yields in the dioxirane and methyltrioxorhenium/hydrogen peroxide methods are comparable, the latter method must be regarded as superior since it is catalytic.