Isolation of the quinone mono O,S-acetal intermediates of the aromatic pummerer-type rearrangement of p-sulfinylphenols with 1-ethoxyvinyl esters

DOI: 10.1002/anie.199715291

Source and publish data:

Angewandte Chemie - International Edition in English p. 1529 - 1531 (1997)

Update date:2022-08-05

Topics:

Authors:

Kita Kita

Takeda Takeda

Matsugi Matsugi

Iio Iio

Gotanda Gotanda

Murata Murata

Akai Akai

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Article abstract of DOI:10.1002/anie.199715291

A versatile synthetic building block and evidence for the mechanism of the Pummerer-type rearrangement have been obtained in the form of the acetal intermediate B, isolated in the reaction of p-sulfinylphenols 1 to p-quinones 2 induced by acid anhydrides. Thus, a method is now also available for the efficient preparation of quinone monoacetals under nonoxidative conditions.

Full text of DOI:10.1002/anie.199715291

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