A reexamination of the acid catalyzed addition of ethanethiol to naphthoquinone

✍ Scribed by E.L. McInnis; Barbara Grant; Emily Arcelo

• Book ID: 104242503
• Publisher: Elsevier Science
• Year: 1981
• Tongue: French
• Weight: 175 KB
• Volume: 22
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)91313-9

✦ Synopsis

The reaction of ethanethiol with naphthoquinone under acidic conditions has been shown to proceed by addition to the olefin, analogous to other nucleophiles, and does not yield ketal products as previously reported.

In conjunction with a review of nucleophilic additions to the carbonyl group of quinone compounds, we became interested in the 1927 report of Recsei in which some unusual addition and oxidation reactions of 1,4-benzo-and 1,4-naphthoquinones with ethanethiolwere described'. He