Alkylthio-substituted benzoquinones were prepared from benzoquinone and mercaptans in 50–94% yields via NaIO4 oxidation of the intermediate hydroquinones. Subsequent addition of primary and secondary amines, in the presence of air as an oxidizing agent, gave a range of 2-thio-5-amino-substituted benzoquinones. No oxidation at sulfur was detected under the described conditions.

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Rubber Division, American Chemical Society, Inc.
2001
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