Synthesis of Cyclic and Heterocyclic Compounds via Gold-Catalyzed Reactions

Qiang Wang; Min Shi

doi:10.1055/s-0036-1590827

Synlett, Table of Contents

Synlett 2017; 28(17): 2230-2240
DOI: 10.1055/s-0036-1590827

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Synthesis of Cyclic and Heterocyclic Compounds via Gold-Catalyzed Reactions

Qiang Wang

State Key Laboratory of Organometallic Chemistry, University of Chinese Academy of Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China Email: mshi@mail.sioc.ac.cn

,

Min Shi*

State Key Laboratory of Organometallic Chemistry, University of Chinese Academy of Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China Email: mshi@mail.sioc.ac.cn

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Abstract

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Abstract

This account outlines the latest advances from our group in the field of gold catalysis. A variety of cyclic and heterocyclic compounds, containing different sized skeletons, are synthesized selectively by fine-tuning the substrates, catalysts, and ligands. Au(I)/Au(III) redox catalysis is applied in our latest work through adding external oxidation. The reaction mechanisms are discussed in detail. Moreover, the photoredox catalytic process is also introduced briefly, which opens avenues for the development of new strategies in gold chemistry.

1 Introduction

2 Gold-Catalyzed Cycloisomerization of Enynes

3 Gold-Catalyzed Intramolecular Cyclization of Propargylic Ester Substrates

4 Gold-Catalyzed C(sp³)–H Functionalizations

5 The Au(I)/Au(III) Redox Catalytic Cycle

6 Conclusion

Key words

gold catalysis - cycloisomerization - propargylic esters - Au(I)/Au(III) redox catalysis

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References

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