A new rearrangement reaction of 1-chloro-2-hydroxyalkyl phenyl sulfoxides

✍ Scribed by Isao Kuwajima; Yutaka Fukuda

• Publisher: Elsevier Science
• Year: 1973
• Tongue: French
• Weight: 133 KB
• Volume: 14
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)95653-9

✦ Synopsis

We have recently reported that treatment of the C3(-hydroxyaldehyde dlphenylmercaptals (I) with methyl-or n-butyllithlum leads to the formation of the corresponding phenylthlomethyl ketone In high yield.' This reaction Is considered to proceed through an Initial formation of the dlllthlated lntermediate (II), which decomposes Into the corresponding enolate anion of the phenylthlomethyl ketone (III) via removal of phenylthiolate anion followed by