Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Isolation of Dithiolanylium Salts and Their Conversion to Ketene Dithioacetals and Ortho Esters
Tadashi OkuyamaWataru FujiwaraTakayuki Fueno
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1986 Volume 59 Issue 2 Pages 453-456

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Abstract

Various 2-substituted 1,3-dithiolan-2-ylium perchlorates (1) were prepared by the reaction of 1,2-ethanedithiol with acyl chlorides in the presence of perchloric acid. Treatments of 1 with triethylamine gave 2-alkylidene-1,3-dithiolane (2) when the 2-substituent was a primary or secondary alkyl group. 2-Aryl derivatives of 1 were converted to ortho esters by the reaction with methanol in the presence of silver nitrate. 1,3-Dithian-2-ylium perchlorates and 2-alkylidene-1,3-dithianes were also prepared similarly from 1,3-propanedithiol.

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