Merging Regiodivergent Catalysis with Atom-Economical Radical Arylation

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2019 Aug 9

PMID 31394024

Citations 14

Authors

Felix Muhlhaus

Hendrik Weissbarth

Tobias Dahmen

Gregor Schnakenburg

Andreas Gansauer

Affiliations

Soon will be listed here.

Abstract

A titanocene-catalyzed regiodivergent radical arylation is described that allows access to either enantiomerically pure tetrahydroquinolines or indolines from a common starting material. The regioselectivity of epoxide opening that results in the high selectivity of heterocycle formation is controlled by two factors, the absolute configuration of the enantiopure ligands of the (C H R) TiX catalyst and the inorganic ligand X (X=Cl, OTs). The overall reaction is atom-economical and constitutes a radical Friedel-Crafts alkylation.

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