|
|||||
|
|
Visible-Light-Promoted Reaction of N-Hydroxyphthalimide Esters with Vinyl Boronic Pinacol Ester |
|
| Authors: | Dr Petros L Gkizis Dr Ierasia Triandafillidi Naya A Stini Charikleia S Batsika Prof Dr Christoforos G Kokotos |
| Institution: | 1. Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens, 15771 Greece;2. Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens, 15771 Greece
These authors contributed euqally to this work. |
| Abstract: | A novel and easy-to-execute light-driven protocol for the preparation of alkyl boronic acid pinacol esters from vinyl boronate using N-hydroxyphthalimide esters as the potential precursor is described. In this photochemical protocol, the N-hydroxyphthalimide ester's fragmentation generates C-centered radicals, which undergo a radical Michael addition to vinyl boronic pinacol ester furnishing the desired products. A good substrate scope having various functionalities is presented and good to high yields are obtained. |
| Keywords: | amino acids boron Giese reaction photochemistry radical addition |