Reactions of 3,5-di-tert-butyl-1,2-benzoquinone with mercapto carboxylic acids


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Abstract

Heating of an equimolar mixture of 3,5-di-tert-butyl-1,2-benzoquinone with thiosalicylic acid led to 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]benzoic acid. In the case of β-mercaptopropionic acid, 2-[(4,6-di-tert-butyl-2,3-dihydroxyphenyl)thio]propionic acid was formed, which upon reflux in Ac2O was converted to 6,8-di-tert-butyl-9-hydroxy-3,4-dihydro-2H-1,5benzoxathiepin-2-one.

About the authors

L. Yu. Ukhin

Institute of Physical and Organic Chemistry, Southern Federal University

Author for correspondence.
Email: may@ipoc.sfedu.ru
Russian Federation, 194/2 prosp. Stachki, Rostov on Don, 344090

K. Yu. Suponitsky

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences

Email: may@ipoc.sfedu.ru
Russian Federation, 28 ul. Vavilova, Moscow, 119991

E. N. Shepelenko

Southern Scientific Center, Russian Academy of Sciences

Email: may@ipoc.sfedu.ru
Russian Federation, 41 ul. Chekhova, Rostov on Don, 344006

L. V. Belousova

Institute of Physical and Organic Chemistry, Southern Federal University

Email: may@ipoc.sfedu.ru
Russian Federation, 194/2 prosp. Stachki, Rostov on Don, 344090

D. V. Alekseenko

Institute of Physical and Organic Chemistry, Southern Federal University

Email: may@ipoc.sfedu.ru
Russian Federation, 194/2 prosp. Stachki, Rostov on Don, 344090

G. S. Borodkin

Institute of Physical and Organic Chemistry, Southern Federal University

Email: may@ipoc.sfedu.ru
Russian Federation, 194/2 prosp. Stachki, Rostov on Don, 344090

L. N. Etmetchenko

Institute of Physical and Organic Chemistry, Southern Federal University

Email: may@ipoc.sfedu.ru
Russian Federation, 194/2 prosp. Stachki, Rostov on Don, 344090


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