Thiones as Reactive Intermediates in Condensations of Diketones with Aromatics Mediated by Tetraphosphorus Decasulfide

B. J. Morrison, O.c. Musgrave

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5 Citations (Scopus)

Abstract

Phenanthrene-9,10-quinone and P4S10 react with phenols on being heated to give oxathiins, e.g., 9 the dioxin 22, ethers, e.g., 14 arylphenanthrenols, e.g., 10 and furanols, e.g., 17 in addition to sulfides, e.g., 26 and disulfides, e.g., 25. Under similar conditions benzil gives thiophene derivatives, e.g., 2. Most of the reactions appear to proceed via thione intermediates-but some of the products are also formed when P4S10 is absent.

Original languageEnglish
Pages (from-to)2725-2744
Number of pages19
JournalPhosphorus, Sulfur and SIlicon and the Related Elements
Volume177
DOIs
Publication statusPublished - 2002

Keywords

  • diketones
  • furans
  • tetraphosphorus decasulfide
  • thiones
  • thiophenes

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