A new general route to 1,2-diarylethylenes, 1,4-diarylbutadienes and 1,6-diarylhexatrienes through cycloaromatization of β-oxodithioacetals

Srinivasa Rao, Ch. ; Singh, Okram M. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (1992) A new general route to 1,2-diarylethylenes, 1,4-diarylbutadienes and 1,6-diarylhexatrienes through cycloaromatization of β-oxodithioacetals Synthesis, 1992 (11). pp. 1075-1077. ISSN 0039-7881

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-1992-26305

Abstract

A new general route for the title olefins 5a-e, 12, 13, 8a-e and 11a-e has been developed through nucleophilic addition of respective Grignard reagents i.e. allyl-, benzyl-, 1-(naphthylmethyl) magnesium halides to 5-aryl- 1,1-bis(methylthio)pent-4-en-3-ones, 7-aryl-1,1-bis(methylthio)hepta-4,6-dien-3-ones and 9-phenyl-1, 1-bis(methylthio)nona-4,6,8-trien-3-one followed by cycloaromatization of the resulting 3-substituted 1,1-bis(methylthio)alken-3-ols in the presence of boron trifluoride-diethyl ether complex.

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