Issue 10, 1995

An efficient synthesis of p-quinones utilizing a novel Pummerer-type rearrangement of p-sulfinylphenols

Abstract

Treatment of the p-sulfinylphenol derivatives 1 and 5 with trifluoroacetic anhydride causes a Pummerer-type rearrangement on aromatic rings and concomitant desulfurization to give 1 : 1 mixtures of the corresponding p-quinones and p-dihydroquinones, which are subjected to mild oxidation to provide high yields of p-quinones 3 and 7.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1995, 1013-1014

An efficient synthesis of p-quinones utilizing a novel Pummerer-type rearrangement of p-sulfinylphenols

S. Akai, Y. Takeda, K. Iio, Y. Yoshida and Y. Kita, J. Chem. Soc., Chem. Commun., 1995, 1013 DOI: 10.1039/C39950001013

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