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Issue 80, 2012
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Palladium(ii)-catalysed tandem cyclisation of electron-deficient aromatic enynes†

Na Wu,ab   Antonios Messinis,b   Andrei S. Batsanov,b   Zhen Yang,*a   Andrew Whiting*b  and  Todd B. Marder*bc  
Author affiliations

* Corresponding authors

a Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China
E-mail: zyang@pku.edu.cn

b Department of Chemistry, Durham University, South Road, Durham DH1 3LE, UK

c Institut für Anorganische Chemie, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074 Würzburg, Germany
E-mail: todd.marder@uni-wuerzburg.de

Abstract

A novel palladium(II) catalysed tandem cyclisation of substituted 2-alkenylphenyl alkynones gives substituted 2-vinyl indenones and 6,5,6-fused tricyclic lactone skeletons (pyrones), in one-pot. Wagner–Meerwein-like rearrangements were observed which occur preferentially to conventional chloride-mediated chloropalladations of enynes.

Graphical abstract: Palladium(ii)-catalysed tandem cyclisation of electron-deficient aromatic enynes

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Article information

https://doi.org/10.1039/C2CC35114E
Submitted
17 Jul 2012
Accepted
19 Aug 2012
First published
22 Aug 2012
Chem. Commun., 2012,48, 9986-9988
Article type
Communication
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Palladium(II)-catalysed tandem cyclisation of electron-deficient aromatic enynes

N. Wu, A. Messinis, A. S. Batsanov, Z. Yang, A. Whiting and T. B. Marder, Chem. Commun., 2012, 48, 9986
DOI: 10.1039/C2CC35114E

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