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Report | Regular issue | Vol 24, No. 10, 1986, pp.2817-2820
Published online, 1st January, 1970
DOI: 10.3987/R-1986-10-2817
Syntheses of Vinylogous 4H-Pyrones from 2,6-Dimethyl-4H-pyran-4-thione and Arenyl Bromomethyl Ketones

Katsuo Ohkata, Masao Imagawa, and Kin-ya Akiba*

*Department of Chemistry, Faculty of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan

Abstract

2,6-Dimethyl-4H-pyran-4-ylideneacetophenones (5) were prepared by desulfurization of mercaptopyriliurn salts (4) with diazabicyclo[5.4.0]undecene (DBU) in moderate yield. The 1H NMR spectra in CDCl3 solution of 5 show the exclusive preference for s-cis conformation at the enone site.