New synthesis and some reactions of vinyl arenecarbodithioates. Wittig reaction of (triphenylphosphonio) methyl arenecarbodithioate iodides.

M Ishida, K Kaga, H Sato, M Yokoi, S Kato

Index: Ishida, Masaru; Kaga, Koh-ichi; Sato, Hiroyuki; Yokoi, Masato; Kato, Shinzi Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 5 p. 1403 - 1410

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Citation Number: 14

Abstract

Wittig reaction of new phosphonium salts,(triphenylphosphonio) methyl arenecarbodithioate iodides, with variety of aldehydes gave the corresponding vinyl arenecarbodithioates in moderate to good yields. Reaction of the vinyl dithiocarboxylate with nucleophiles such as potassium alkoxide or alkanethiolate was investigated and found to give the thioacylated products in high yields. Ab initio molecular orbital calculations of the model compound, ...