Synthesis 2020; 52(24): 3714-3734
DOI: 10.1055/s-0040-1706550
short review

Recent Progress in Utilization of Functionalized Organometallic Reagents in Cross Coupling Reactions and Nucleophilic Additions

Jin-Quan Chen
a  School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: [email protected]
,
Zhi-Bing Dong
a  School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, P. R. of China   Email: [email protected]
b  Key Laboratory of Green Chemical Process, Ministry of Education, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
c  Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, P. R. of China
d  Hubei Key Laboratory of Novel Reactor and Green Chemistry Technology, Wuhan Institute of Technology, Wuhan 430205, P. R. of China
› Author Affiliations
The financial support from Hubei Key Laboratory of Radiation Chemistry and Functional Materials, Hubei University of Science & Technology (2019-20KZ01), Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University (KLSAOFM1810), Science and Technology Department of Hubei Province (2019CFB596), Key Laboratory of Hubei Province for Coal Conversion and New Carbon Materials, Wuhan University of Science and Technology (WKDM202003) are all greatly appreciated. J.-Q.C. thanks the support of Postgraduate Innovation Foundation from Wuhan Institute of Technology (CX2019170).


Dedicated to Prof. Dr. Paul Knochel for his tremendous contribution to the development of novel organometallic reagents.

Abstract

Organometallic compounds have become increasingly important in organic synthesis because of their high chemoselectivity and excellent reactivity. Recently, a variety of organometallic reagents were found to facilitate transition-metal-catalyzed cross-coupling reactions and nucleophilic addition reactions. Here, we have summarized the latest progress in cross-coupling reactions and in nucleophilic addition reactions with functionalized organometallic reagents present to illustrate their application value. Due to the tremendous contribution made by the Knochel group towards the development of novel organometallic reagents, this review draws extensively from their work in this area in recent years.

Introduction

1 Transition-Metal-Catalyzed Cross Couplings Involving Organo­zinc Reagents

2 Transition-Metal-Catalyzed Cross Couplings Involving Organomagnesium Reagents

3 Transition-Metal-Free Cross Couplings Involving Zn and Mg ­Organometallic Reagents

4 Nucleophilic Additions Involving Zn and Mg Organometallic Reagents

5 Cross-Coupling Reactions or Nucleophilic Additions Involving Mn, Al-, La-, Li-, Sm- and In-Organometallics

6 Conclusion



Publication History

Received: 23 August 2020

Accepted after revision: 26 September 2020

Publication Date:
04 November 2020 (online)

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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