C–O-Selective Cross-Coupling of Chlorinated Phenol Derivatives

Abstract

Chemoselective cross-coupling of phenol derivatives is valuable for generating products that retain halides. Here we discuss recent developments in selective cross-couplings of chloroaryl phenol derivatives, with a particular focus on reactions of chloroaryl tosylates. The first example of a C–O-selective Ni-catalyzed Suzuki–Miyaura coupling of chloroaryl tosylates is discussed in detail.

1 Introduction

2 Density Functional Theory Studies on Oxidative Addition at Nickel(0)

3 Stoichiometric Oxidative Addition Studies

4 Development of a Tosylate-Selective Suzuki Coupling

5 Conclusion and Outlook

Key words

nickel catalysis - cross-coupling - oxidative addition - chemoselectivity - density functional theory - Suzuki–Miyaura coupling

Publication History

Received: 27 April 2021

Accepted: 08 May 2021

Accepted Manuscript online:
08 May 2021

Article published online:
16 June 2021

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