A novel reaction of α-chlorosulfides. A new synthesis of diarylethylenes (stilbenes).

✍ Scribed by R.H. Mitchell

• Publisher: Elsevier Science
• Year: 1973
• Tongue: French
• Weight: 203 KB
• Volume: 14
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)87231-2

✦ Synopsis

There has been considerable recent interest in the.developsent of new synthetic methods Involving organosulfur Intermediates.' In this respect, disubstituted sulfides make attractive intermediates, because they are easily:prepered frox readily accessible startgng materials in good yields. * Moreover the synthesis is not limited tolinear conpounds, but can also be made to give.good yields of cyclic compounds frois difunctlonal precursors. 3 If then the C-S-C linkage canbe converted into a C-C single or double bond, a useful synthetic route develops. This conversion was first 4a achieved by Ramberg and BRcklund in 1940, vho reported,that a-halosulfones, on treatment with aqueous alkali, are tran6forw.d Into olefins. 5 Since then the -erg--17. Alternatively the solvent wss evaporated in the N2 stream over 2 hours refLux, snd the resultant oily msss heated at 80-100°C for 10 hours.

18. The remsiader forms sn unidentified purple oil.