Decarboxylative/Sonogashira-type cross-coupling using PdCl2(Cy*Phine)2

Yong Yang; Yee Hwee Lim; Edward G. Robins; Charles W. Johannes

doi:10.1039/C6RA12916A

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Decarboxylative/Sonogashira-type cross-coupling using PdCl₂(Cy*Phine)₂†

Yong Yang,‡*^a Yee Hwee Lim,*^a Edward G. Robins^b and Charles W. Johannes^a

Author affiliations

* Corresponding authors

^a Organic Chemistry, Institute of Chemical & Engineering Sciences (ICES), Agency of Science, Technology and Research (A*STAR), 8 Biomedical Grove, Neuros, #07-01, Singapore 138665
E-mail: lim_yee_hwee@ices.a-star.edu.sg

^b Singapore Bioimaging Consortium (SBIC), Agency of Science, Technology and Research (A*STAR), 11 Biopolis Way, Helios, #01-02, Singapore 138667

Abstract

The PdCl₂(Cy*Phine)₂ precatalyst containing the meta-terarylphosphine ligand, Cy*Phine, can effectively mediate decarboxylative cross-coupling with a diverse range of (hetero-)aryl, aryl and alkyl chlorides including those with unprotected functionality. Using a facile and robust protocol, this process was extended to the first synthesis of symmetrical di(heteroaryl)alkynes via tandem Sonogashira/decarboxylative cross-coupling of heteroaryl chlorides and propiolic acid.

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Article information

DOI: https://doi.org/10.1039/C6RA12916A
Article type: Paper
Submitted: 18 May 2016
Accepted: 26 Jul 2016
First published: 27 Jul 2016

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RSC Adv., 2016,6, 72810-72814

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Decarboxylative/Sonogashira-type cross-coupling using PdCl₂(Cy*Phine)₂

Y. Yang, Y. H. Lim, E. G. Robins and C. W. Johannes, RSC Adv., 2016, 6, 72810 DOI: 10.1039/C6RA12916A

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