Palladium-catalyzed aryl-acylation of alkene

Article abstract of DOI:10.1080/10426500213406

Palladium-catalyzed aryl-acylation reactions of alkenes proceed by using acylchromates as the acyl donors. The yield of the product considerably depends on the added phosphine ligands.

Full text of DOI:10.1080/10426500213406

This article was downloaded by: [Tulane University]
On: 01 February 2015, At: 18:48
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered office: Mortimer House,
37-41 Mortimer Street, London W1T 3JH, UK
Phosphorus, Sulfur, and Silicon and the Related
Elements
Publication details, including instructions for authors and subscription information:
http://www.tandfonline.com/loi/gpss20
Palladium-Catalyzed Aryl-Acylation of Alkene
Motoki Yamane a , Yuko Kubota a & Koichi Narasaka a
a University of Tokyo , Japan
Published online: 27 Oct 2010.
To cite this article: Motoki Yamane , Yuko Kubota & Koichi Narasaka (2002) Palladium-Catalyzed Aryl-Acylation of Alkene,
Phosphorus, Sulfur, and Silicon and the Related Elements, 177:8-9, 2105-2105, DOI: 10.1080/10426500213406
To link to this article: http://dx.doi.org/10.1080/10426500213406
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the “Content”) contained
in the publications on our platform. However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness, or suitability for any purpose of the
Content. Any opinions and views expressed in this publication are the opinions and views of the authors, and
are not the views of or endorsed by Taylor & Francis. The accuracy of the Content should not be relied upon and
should be independently verified with primary sources of information. Taylor and Francis shall not be liable for
any losses, actions, claims, proceedings, demands, costs, expenses, damages, and other liabilities whatsoever
or howsoever caused arising directly or indirectly in connection with, in relation to or arising out of the use of
the Content.
This article may be used for research, teaching, and private study purposes. Any substantial or systematic
reproduction, redistribution, reselling, loan, sub-licensing, systematic supply, or distribution in any
form to anyone is expressly forbidden. Terms & Conditions of access and use can be found at http://
www.tandfonline.com/page/terms-and-conditions

Phosphorus, Sulfur and Silicon, 2002, Vol. 177:2105
C
Copyright 2002 Taylor & Francis
1042-6507/02 $12.00 + .00
DOI: 10.1080/10426500290094107
PALLADIUM-CATALYZED ARYL-ACYLATION
OF ALKENE
Motoki Yamane, Yuko Kubota, and Koichi Narasaka
University of Tokyo, Japan
(Received July 29, 2001; accepted December 25, 2001)
Palladium-catalyzed aryl-acylation reactions of alkenes proceed by us-
ing acylchromates as the acyl donors. The yield of the product consid-
erably depends on the added phosphine ligands.
Keywords: Aryl-acylation; palladium-catalyst; phosphine ligand
When iodoarene and norbornene were treated with an acylchro-
mate complex 1 in the presence of palladium acetate, 2-acyl-3-aryl-
norbornane 2 was obtained with the formation of aryl ketone 3. The
yield of the products and the ratio of aryl-acylated product 2 to aryl
ketone 3 considerably depended on the phosphine ligands of the pal-
ladium catalyst. That is, the use of bulky aryl substituted phosphine
ligand gave the aryl-acylated product 2 in high yield.
SCHEME 1
Address correspondence to Koichi Narasaka, Department of Chemistry, Graduate
School of Science, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
E-mail: narasaka@chem.s.u-tokyo.ac.jp
2105