Synlett 2021; 32(15): 1484-1491
DOI: 10.1055/a-1503-6330
synpacts

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

John E. A. Russell
,
This material is based upon work supported by the National Science Foundation (CAREER: CHE-1848090). Calculations were performed on Comet at SDSC through XSEDE (CHE-170089), which is supported by NSF (ACI-1548562).


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



Publikationsverlauf

Eingereicht: 27. April 2021

Angenommen: 08. Mai 2021

Publikationsdatum:
08. Mai 2021 (online)

© 2021. Thieme. All rights reserved

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