Litcius/Paper detail

Controlling selectivity in N-heterocycle directed borylation of indoles

Safia Iqbal, Kang Yuan, Jessica Cid, Jürgen Pahl, Michael J. Ingleson

2021Organic & Biomolecular Chemistry35 citationsDOIOpen Access PDF

Abstract

N-Heterocycle directing groups lead to selective borylation of indole at C2 or C7 controlled by heterocycle ring size. With five membered heterocycle directing groups, C2 borylation is disfavoured due to an increased degree of distortion.

Topics & Concepts

BorylationSelectivityChemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisArylAlkylOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods