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Ene Reaction of Arynes with Alkynes

Thiruvellore Thatai Jayanth, Masilamani Jeganmohan, Mu-Jeng Cheng, San-Yan Chu and Chien-Hong Cheng*

*Department of Chemistry, Tsing Hua University, Hsinchu 30013, Taiwan, Email: chchengmx.nthu.edu.tw

T. T. Jayanth, M. Jeganmohan, M.-J. Cheng, S.-Y. Chu, C.-H. Cheng, J. Am. Chem. Soc., 2006, 128, 2232-2233.

DOI: 10.1021/ja058418q (free Supporting Information)


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Abstract

Arynes, generated in situ from ortho-silylaryl triflates, undergo ene reaction with alkynes possessing propargylic hydrogen in the presence of KF/18-crown-6 in THF at room temperature to give substituted phenylallenes in good to moderate yields.

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Key Words

Ene Reaction, Allenes


ID: J48-Y2006-1630