Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism
摘要:
The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.
The carbon dioxide (CO2)-induced amidobromination of olefins with bromamine-T is described. The method can be used in reactions with a wide range of olefins, both aromatic and aliphatic, as well as electron-rich and deficient olefins, leading to the regioselective formation of amidobrominated compounds.
Palladium(ii)-promoted aziridination of olefins with bromamine T as the nitrogen transfer reagent
作者:Alexandra M. M. Antunes、Susana J. L. Marto、Paula S. Branco、Sundaresan Prabhakar、Ana M. Lobo
DOI:10.1039/b008701g
日期:——
The palladium(II)-promoted reaction of a variety of
olefins and bromamine T, as the nitrogen atom transfer reagent, provided
N-tosyl-2-substituted aziridines under mild conditions.