Synthesis
DOI: 10.1055/s-0039-1690614
special topic
© Georg Thieme Verlag Stuttgart · New York

Ground State Cross-Coupling of Haloarenes with Arenes Initiated by Organic Electron Donors, Formed in situ: An Overview

Giuseppe Nocera
,
John A. Murphy
Further Information

Publication History

Received: 17 July 2019

Accepted after revision: 05 August 2019

Publication Date:
13 September 2019 (eFirst)

Published as part of the Special Topic Alkali base mediated ­coupling reactions without added transition metal

Abstract

Many reactions have been discovered that lead to coupling of haloarenes to arenes using potassium tert-butoxide as the base, and one of a variety of organic compounds as an additive. The organic additive reacts with the base to form a strong organic electron donor in situ that initiates a base-induced homolytic aromatic substitution (BHAS) coupling reaction, by converting the haloarene into an aryl radical. This brief report presents an overview of the wide range of organic additives that can be used, and the organic electron donors that they form.

 
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