Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Novel Solvent-Free Reactions with Iodine: Solid–Solid and Solid–Vapor Reactions of 1-Aryl-4-(methylthio)-2-(p-tolylsulfonyl)-1,3-butadienes
Shoji MatsumotoKazuhisa KumazawaKatsuyuki Ogura
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2003 Volume 76 Issue 11 Pages 2179-2182


Under “solvent-free” solid–solid and solid–vapor conditions, 1-aryl-4-(methylthio)-2-(p-tolylsulfonyl)-1,3-butadienes (1) react with iodine to form (p-tolylsulfonyl)naphthalene derivatives (2) in high yield. These conditions make the reaction tolerant to the kind of the aryl so that various derivatives of 2 were produced in high yield. The products (2) can be obtained in a nearly pure form by removing co-existing hydrogen iodide and dimethyl disulfide by evaporation. Thus, this process is environmentally benign, because no solvent and water need to get the pure product.

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© 2003 The Chemical Society of Japan
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