Issue 27, 2022
From the journal:

Organic & Biomolecular Chemistry

Synthesis of tetrasubstituted allenes via a 1,4-palladium migration/carbene insertion/β-H elimination sequence†

Ge Zhang,‡ab   Xiao-Jiao Feng,‡a   Meng-Yao Li,bc   Xiao-Ming Ji,a   Guo-Qiang Lin*ab  and  Chen-Guo Feng ORCID logo *ab  

* Corresponding authors

a The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, Shanghai, China
E-mail: fengcg@shutcm.edu.cn, lingq@sioc.ac.cn

b Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Shanghai, China

c State Key Laboratory of Oncogenes and Related Genes, Shanghai Cancer Institute, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai, China

Abstract

A palladium-catalyzed synthesis of tetrasubstituted allenes from aryl bromides and aryl diazoacetates is developed. This transformation proceeded via an aryl to alkenyl 1,4-palladium migration/carbene insertion/β-H elimination sequence under mild reaction conditions.

Graphical abstract: Synthesis of tetrasubstituted allenes via a 1,4-palladium migration/carbene insertion/β-H elimination sequence

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Article information

DOI
https://doi.org/10.1039/D2OB00751G
Article type
Communication
Submitted
21 Apr 2022
Accepted
16 Jun 2022
First published
17 Jun 2022

Org. Biomol. Chem., 2022,20, 5383-5386

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Synthesis of tetrasubstituted allenes via a 1,4-palladium migration/carbene insertion/β-H elimination sequence

G. Zhang, X. Feng, M. Li, X. Ji, G. Lin and C. Feng, Org. Biomol. Chem., 2022, 20, 5383 DOI: 10.1039/D2OB00751G

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