Issue 25, 2010
From the journal:

Chemical Communications

A 1,3-carbonyl shift in the platinum-catalyzed aromatization of 2-epoxy-1-(methoxyalk-2-ynyl)benzenes†

Rupsha Chaudhuri,a   Arindam Das,a   Hsin-Yi Liaob  and  Rai-Shung Liu*a  

* Corresponding authors

a Department of Chemistry National Tsing Hua University, Hsinchu, Taiwan (ROC)
E-mail: rsliu@mx.nthu.edu.tw
Fax: (+886) 3-5711082

b Department of Science Education, National Taipei University of Education, Taipei, Taiwan
E-mail: hyliao@tea.ntue.edu.tw
Fax: (+886) 2-27352784

Abstract

A platinum-catalyzed reaction involving new aromatization/1,3-carbonyl shift cascade of 2-epoxy-1-(methoxyalk-2-ynyl)benzenes is reported. This skeletal rearrangement is mechanistically significant because it involves a remarkable 1,3-carbonyl shift to complete the aromatization and to regenerate the catalyst.

Graphical abstract: A 1,3-carbonyl shift in the platinum-catalyzed aromatization of 2-epoxy-1-(methoxyalk-2-ynyl)benzenes

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Article information

DOI
https://doi.org/10.1039/C002660C
Article type
Communication
Submitted
08 Feb 2010
Accepted
27 Apr 2010
First published
18 May 2010

Chem. Commun., 2010,46, 4601-4603

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A 1,3-carbonyl shift in the platinum-catalyzed aromatization of 2-epoxy-1-(methoxyalk-2-ynyl)benzenes

R. Chaudhuri, A. Das, H. Liao and R. Liu, Chem. Commun., 2010, 46, 4601 DOI: 10.1039/C002660C

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