Synthesis
DOI: 10.1055/a-2539-5043
short review
Special Topic Dedicated to Prof. Paul Knochel

Nickel-Catalyzed Cross-Electrophile Coupling Reactions of Alcohols and Their Derivatives

Sayan K. Jana
,
The authors thank the Department of Science and Technology, Science and Engineering Research Board (DST-SERB) (SCP/2022/000352) for financial support. S.K.J. thanks the Ministry of Education, India for a Prime Minister’s Research Fellowship (PMRF).


Abstract

Nickel-catalyzed cross-electrophile coupling of halide coupling partners has emerged as a powerful tool for constructing C–C bonds under mild conditions. However, the limited availability of halide coupling partners means that a significant portion must be synthetically prepared, which can pose sustainability challenges. In this context, aryl and alkyl alcohols represent highly promising alternative coupling partners due to their abundance and versatility. Despite their potential, the application of alcohols in cross-electrophile coupling reactions is mostly explored in couplings with aryl or alkyl halide derivatives. Cross-coupling reactions in which both coupling partners are alcohols or derivatives remained underexplored until recent advancements. This short review aims to highlight the current progress in nickel-catalyzed cross-electrophile coupling of alcohols and their derivatives, and discusses future opportunities in this burgeoning field.

1 Introduction

2 Nickel-Catalyzed Cross-Electrophile Coupling Using Alcohols or Alcohol Derivatives

2.1 C(sp3)–C(sp3) Cross-Coupling

2.2 C(sp2)–C(sp3) Cross-Coupling

2.3 C(sp2)–C(sp2) Cross-Coupling

3 Cross-Coupling Reactions of Alcohols via Hydrogen Transfer Reactions

4 Summary and Outlook



Publication History

Received: 18 December 2024

Accepted after revision: 14 February 2025

Accepted Manuscript online:
14 February 2025

Article published online:
28 March 2025

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