Photoinduced metal-free borylation of aryl halides catalysed by an in situ formed donor–acceptor complex

Abstract

Organoboron compounds are very important building blocks which can be applied in medicinal, biological as well as industrial fields. However, the direct borylation with a metal free manner has been...

Visible‐Light‐Promoted Reaction ofN‐Hydroxyphthalimide Esters with Vinyl Boronic Pinacol Ester

“…[6,7] The advantage offered, by converting the energy of an absorbed photon into chemical potential, unlocked reaction manifolds that were not easily accessed through conventional ground-state chemistry. Ground-breaking contributions by Aggarwal, [8] Studer, [9] Wang [10] and others [11] introduced the use of photoredox catalysis in boron chemistry, reporting novel borylation strategies. Our interest was caught by a contribution by Aggarwal and coworkers, who recognized the importance of γ-amino boronic esters, especially in medicinal chemistry, [1] demonstrating an elegant synthetic approach towards their synthesis, comprising a light-driven decarboxylative (from carboxylic acids) radical addition to vinyl boronic esters (Scheme 1, A).…”

Transition‐Metal‐Free Radical Borylation Reactions

“…The electrochemical strategy can also be used for radical borylation of aryl halides. In 2019, the Mo group [71] first reported the electrochemical strategy for borylation of aryl iodides using electrical current as a driving force (Scheme 42). EPR, CV and PVD experiments verified the formation of aryl radicals as a key intermediate in the reaction.…”

Rational design of super reductive EDA photocatalyst for challenging reactions: a theoretical and experimental study

“…Motivated by this thought, we developed a new photocatalytic system using isoquinoline as the NCH instead of the commonly used pyridine for activation of diboron reagent 22 ( Scheme 2 ). Almost quantitatively and exclusively, dl - N , N -diborate dimer A was obtained through the reductive coupling of isoquinoline and B 2 pin 2 .…”