Pd-catalyzed decarboxylative arylation of silyl enol ester sp3 β-C–H bond under aerobic conditions

Zhengjiang Fu; Shijun Huang; Jian Kan; Weiping Su; Maochun Hong

doi:10.1039/C0DT01234C

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Pd-catalyzed decarboxylative arylation of silyl enol ester sp³ β-C–H bond under aerobic conditions†

Zhengjiang Fu,^a Shijun Huang,^a Jian Kan,^a Weiping Su*^a and Maochun Hong^a

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* Corresponding authors

^a State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, The Chinese Academy of Sciences, Fuzhou, Fujian, China
E-mail: wpsu@fjirsm.ac.cn
Fax: (+86)591-83771575

Abstract

Pd-catalyzed aerobic oxidative coupling of various benzoic acids with silyl enol esters proceeds via a combination of decarboxylation with sp³ β-C–H bond activation to give Heck-type products. Mechanistic studies reveal this coupling involves in situ generation of olefin from aerobic oxidation of silyl enolate, followed by decarboxylative Heck coupling.

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Supplementary files

Experimental procedures and spectroscopic characterization of the products PDF (20297K)

Article information

DOI: https://doi.org/10.1039/C0DT01234C
Article type: Communication
Submitted: 14 Sep 2010
Accepted: 11 Oct 2010
First published: 01 Nov 2010

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Dalton Trans., 2010,39, 11317-11321

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Pd-catalyzed decarboxylative arylation of silyl enol ester sp³ β-C–H bond under aerobic conditions

Z. Fu, S. Huang, J. Kan, W. Su and M. Hong, Dalton Trans., 2010, 39, 11317 DOI: 10.1039/C0DT01234C

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