Synthesis 2020; 52(09): 1346-1356
DOI: 10.1055/s-0039-1690842
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Nickel-Catalyzed Three-Component Difunctionalization of Unactivated Alkenes

Hai-Yong Tu
,
Shengqing Zhu
,
Feng-Ling Qing
,
Lingling Chu
College of Chemistry, Chemical Engineering and Biotechnology, Center for Advanced Low-Dimension Materials, Donghua University, Shanghai 201620, P. R. of China   Email: [email protected]   Email: [email protected]
› Author Affiliations
We thank the National Natural Science Foundation of China (21702029), the Shanghai Sailing Program (19YF1400300), and the Fundamental Research Funds for the Central Universities for financial support.
Further Information

Publication History

Received: 05 January 2020

Accepted after revision: 07 February 2020

Publication Date:
02 March 2020 (online)


Abstract

Catalytic, intermolecular difunctionalization of alkenes represents an efficient and diverse protocol for the buildup of molecular complexity from abundant materials by forging two chemical bonds in a single operation. Despite important progress in this area, transition-metal-catalyzed three-component difunctionalization of unactivated alkenes remains underdeveloped, mainly because of the low reactivity, reduced polarization, and high tendency toward β-hydride elimination of these compounds. In this context, nickel-catalyzed, selective, intermolecular difunctionalization methods that generally proceed via two distinct reaction pathways, migratory insertion of nickel species into alkenes and radical addition to alkenes, have been developed. This short review highlights recent advances in this area.

1 Introduction

2 Nickel-Catalyzed Three-Component Difunctionalization of Unactivated­ Alkenes via Migratory Insertion Processes

3 Nickel-Catalyzed Three-Component Difunctionalization of Unactivated­ Alkenes via Radical Processes

4 Conclusions and Perspectives

 
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