Secondary Alkyl Groups in Palladium-Catalyzed Cross-Coupling Reactions

Zafar Qureshi; Christina Toker; Mark Lautens

doi:10.1055/s-0035-1561625

Synthesis, Table of Contents

Synthesis 2017; 49(01): 1-16
DOI: 10.1055/s-0035-1561625

short review

Secondary Alkyl Groups in Palladium-Catalyzed Cross-Coupling Reactions

Zafar Qureshi

Department of Chemistry, Davenport Research Laboratories, University of Toronto, 80 St. George St., Toronto ON M5S 3H6, Canada Email: mlautens@chem.utoronto.ca

,

Christina Toker

Department of Chemistry, Davenport Research Laboratories, University of Toronto, 80 St. George St., Toronto ON M5S 3H6, Canada Email: mlautens@chem.utoronto.ca

,

Mark Lautens*

Department of Chemistry, Davenport Research Laboratories, University of Toronto, 80 St. George St., Toronto ON M5S 3H6, Canada Email: mlautens@chem.utoronto.ca

› Author Affiliations

Abstract

All articles of this category

This review is dedicated to Professor Dieter Enders on the occasion of his 70^th birthday.

Abstract

Important classes of cross-coupling reactions are those leading to the incorporation of secondary alkyl groups. While early work in cross-coupling focused mainly on primary alkyl groups, the past decade has seen significant advances in introducing secondary and tertiary groups. This review will focus on the advances made in recent years referencing landmark publications where necessary. Expansion of scope, ease of reaction setup, and mechanistic considerations will be stressed. Applications of methodologies towards complex scaffolds and natural products will be also be evaluated.

1 Introduction

2.1 Suzuki Coupling

2.2 Mizoroki–Heck Coupling

2.3 Stille Coupling

2.4 Sonagashira Coupling

2.5 Kumada Coupling

2.6 Negishi Coupling

2.7 Hiyama Coupling

2.8 Lithium Coupling

2.9 Titanium Coupling

2.10 C–H Activation

3 Conclusion

Key words

palladium - homogenous catalysis - cross-coupling - secondary alkyl halides - C–H activation

Full Text

References

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