Aziridination and amidation catalyzed by polymer-supported metalloporphyrins with PhI(OAc)2 and TsNH2

Abstract

Manganese and ruthenium 5, 10, 15-tris(tolyl)-20-(4-hydroxyphenyl) porphyrins covalently attached to Merrifield's peptide resin(MPR) were prepared respectively. The catalysts efficiently catalyzed the aziridination/amidation of simple hydrocarbons and Δ5-steroid derivatives with PhI(OAc)2 and TsNH2. Moderate to excellent yields were obtained under mild reaction conditions. The catalysts 3a and 3b exhibit different diasteroselectivities towards the Δ5-steroid derivatives, the former shows α-selectivity and the later shows β-selectivity under certain reaction conditions. © ARKAT.