Author:
Moura-Letts Gustavo,Austin Brooke E.,Palner Ryan P.,Tobias Elissa M.,Madiu Rufai,Doran Erin L.,Doran Jenna M.,Howard Amari M.,Stroud James L.,Rossi Morgan E.,Moskovitz Dylan A.,Rivera Dominic A.,Mullen Michael D.,Zinsky Amy H.,Rosario Rose A.
Abstract
AbstractWe report the first visible-light-promoted synthesis of vinyloxaziridines from simple conjugated nitrones. We have found that vinyl nitrones formed by the condensation reaction between conjugated carbonyls and hydroxylamines undergo visible-light-promoted energy-transfer isomerization to the respective vinyloxaziridines in very high yields and selectivities. The reaction scope expands to a large array of substitution patterns, and evidence indicates that the proposed energy-transfer pathway is the predominant mechanism for this transformation.
Funder
National Science Foundation