Studies on Elimination Pathways of β-Halovinyl Ketones Leading to Allenyl and Propargyl Ketones and Furans under the Action of Mild Bases
Hun Young Kim, Jian-Yuan Li and Kyungsoo Oh*
*Department of Chemistry and Chemical Biology, Indiana University-Purdue University Indianapolis (IUPUI), Indianapolis, Indiana 46202, United States, Email: ohkiupui.edu
H. Y. Kim, J.-Y. Li, K. Oh, J. Org. Chem., 2012, 77, 11132-11145.
DOI: 10.1021/jo302253c (free Supporting Information)
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The elimination pathway of stereochemically defined β-halovinyl ketones has been investigated using a mild base, NEt3, leading to the formation of allenyl ketones and propargyl ketones. In the presence of CuCl as a catalyst, the elimination reaction of β-chlorovinyl ketones enables a one-pot synthesis of 2,5-disubstituted furans.
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