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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 13
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Original Articles

A NEW AND EFFICIENT SYNTHESIS OF INDENONE

Mustafa Zengin Department of Chemistry, Sakarya University, Adapazari, 54100, Turkey
,
Arif Daştan Department of Chemistry, Atatürk University, Erzurum, 25240, Turkey
&
Metin Balci Department of Chemistry, Middle East Technical University, Ankara, 06531, Turkey
Pages 1993-1999 | Received 06 Jul 2000, Published online: 09 Nov 2006
 
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Abstract

Reaction of dichloroketone 2 with NEt3 gave indenone (4) in high yield. Catodic reaction of 2 in the presence of C/Pt electrodes afforded the rearranged product 3 in high yield besides a small amount of chlorohydroxyketone 5. Reaction of rearranged dichloroketone 3 with NEt3 provided indenone (4) as the sole product. The mechanism of these reaction was discussed.

ACKNOWLEDGMENTS

The authors are indebted to the Department of Chemistry (Atatürk University) for the financial support of this work.

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