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Synthesis 2021; 53(04): 611-622
DOI: 10.1055/s-0040-1705947
short review

Recent Advances in the Tandem Cyclization/Cycloaddition of Allene Intermediates from Copper-Catalyzed Cross-Coupling of Diazo Compounds with Terminal Alkynes

Nuan Chen
,
Min He
,
Ting Zhou
,
Yuqi Zhu
,
Hong Zhang
,
Shiyong Peng  ∗
We thank the Natural Science Foundation of Guangdong Province (2018A030310680), the Research Foundation of Department of Education of Guangdong Province (2018KTSCX236), and the Science Foundation for Young Teachers of Wuyi University (201 9td09) for financial support.
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Abstract

This short review summarizes the most recent developments (since 2010) in the tandem cyclization/cycloaddition of allene intermediates­, generated from the copper-catalyzed cross-coupling of diazo compounds with terminal alkynes, to afford cyclic compounds.

1 Introduction

2 Cyclization

2.1 Cyclization with Nucleophiles

2.2 Cyclization with Electrophiles

2.3 6π-Electrocyclization

2.4 Other Cyclization

3 Cycloaddition

4 Conclusion

Key words

copper catalysis - diazo compound - terminal alkyne - allene intermediate - cyclization - cycloaddition


Publication History

Received: 21 August 2020

Accepted after revision: 18 September 2020

Article published online:
26 October 2020

© 2020. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 

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