Reaction of N-chloro-1,4-benzoquinone imines with thiols


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Abstract

N-Chloro-1,4-benzoquinone imines reacted with arenethiols to give different products, depending on the conditions and initial quinone imine structure. N-(Arylsulfanyl)-1,4-benzoquinone imines were obtained as a result of nucleophilic substitution of the chlorine atom, and 1,4-benzoquinone imines containing an aryl-sulfanyl substituent in the quinoid ring were formed according to the radical mechanism. The reactions of N-chloro-1,4-benzoquinone imines with heterocyclic thiols afforded only the corresponding chlorine substitution products.

About the authors

S. A. Konovalova

Donbass State Engineering Academy

Email: chimist@dgma.donetsk.ua
Ukraine, ul. Shkadinova 72, Kramatorsk, 84313

A. P. Avdeenko

Donbass State Engineering Academy

Author for correspondence.
Email: chimist@dgma.donetsk.ua
Ukraine, ul. Shkadinova 72, Kramatorsk, 84313

A. A. Santalova

Donbass State Engineering Academy

Email: chimist@dgma.donetsk.ua
Ukraine, ul. Shkadinova 72, Kramatorsk, 84313

E. N. Lysenko

Donbass State Engineering Academy

Email: chimist@dgma.donetsk.ua
Ukraine, ul. Shkadinova 72, Kramatorsk, 84313

K. S. Burmistrov

Ukrainian State University of Chemical Technology

Email: chimist@dgma.donetsk.ua
Ukraine, pr. Gagarina 8, Dnepropetrovsk, 49005

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