Thiones as reactive intermediates in condensations of diketones with aromatics mediated by tetraphosphorus decasulfide

BJ Morrison, OC Musgrave

Index: Morrison, Brian J.; Musgrave, Oliver C. Phosphorus, Sulfur and Silicon and the Related Elements, 2002 , vol. 177, # 12 p. 2725 - 2744

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Citation Number: 7

Abstract

Phenanthrene-9, 10-quinone and P 4 S 10 react with phenols on being heated to give oxathiins, eg, 9 the dioxin 22, ethers, eg, 14 arylphenanthrenols, eg, 10 and furanols, eg, 17 in addition to sulfides, eg, 26 and disulfides, eg, 25. Under similar conditions benzil gives thiophene derivatives, eg, 2. Most of the reactions appear to proceed via thione intermediates but some of the products are also formed when P 4 S 10 is absent.

~5%

Detail

~2%

~5%

Detail

~14%

~11%

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