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Ruthenium-catalyzed transformation of aryl and alkynyl propargyl ethers into aryl and alkynyl ketones via cleavage of a carbon-carbon triple bond
Journal article   Peer reviewed

Ruthenium-catalyzed transformation of aryl and alkynyl propargyl ethers into aryl and alkynyl ketones via cleavage of a carbon-carbon triple bond

Hung-Chin Shen, Haw-Lih Su, Yu-Chieh Hsueh and Rai-Shung Liu
Organometallics, Vol.23(18), pp.4332-4334
30/08/2004

Abstract

Treatment of aryl and alkynyl propargyl ethers with water and TpRuPPh 3 (CH 3 CN) 2 PF 6 catalyst in hot dichloroethane led to the removal of the propargyl ether group and gave aryl and alkynyl ketones efficiently. Analysis of the gaseous mixture above the reaction solution showed the presence of carbon monoxide, ethylene, ethane, and carbon monoxide, produced from degradation of the propargyl ether functionality with water. A plausible reaction mechanism is proposed on the basis of reaction products. This catalytic reaction proves to be a reliable method to obtain aryl and alkynyl ketones from their propargyl ether derivatives.

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