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English1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfanyl)vinyl esters 4f–k were prepared in yields usually greater than 90%, by reacting acyl chlorides with 1-(2,5-dichlorophenyl)-2,2- bis(methylsulfanyl)ethanone enolate. These esters were demonstrated to be excellent chemoselective reagents for the acylation of amines, alcohols, thiols, pyrrole and indole. From all the acylation reactions the dimethyl a-oxo dithioacetal 2d, recyclable for the preparation of esters 4f–k, could be recovered in 90–100% yield.
| Titolo: | 1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfayl)vinylEsters as Highly Efficient Chemoselective Acylating Reagents | |
| Autori Riconosciuti: | ||
| Autori: | DEGANI I; S. DUGHERA; FOCHI R; SERRA E | |
| Data di pubblicazione: | 1999 | |
| Abstract: | 1-(2,5-Dichlorophenyl)-2,2-bis(methylsulfanyl)vinyl esters 4f–k were prepared in yields usually greater than 90%, by reacting acyl chlorides with 1-(2,5-dichlorophenyl)-2,2- bis(methylsulfanyl)ethanone enolate. These esters were demonstrated to be excellent chemoselective reagents for the acylation of amines, alcohols, thiols, pyrrole and indole. From all the acylation reactions the dimethyl a-oxo dithioacetal 2d, recyclable for the preparation of esters 4f–k, could be recovered in 90–100% yield. | |
| Editore: | Georg Thieme Verlag Stuttgart:Postfach 301120, D-70451 Stuttgart Germany:011 49 711 8931321, EMAIL: aboservice@thieme.de, INTERNET: http://www.thieme.de, Fax: 011 49 711 8931422 | |
| Volume: | - | |
| Pagina iniziale: | 1200 | |
| Pagina finale: | 1208 | |
| Parole Chiave: | vinyl esters; chemoselective acylating reagents; amides; esters; thiol esters | |
| Rivista: | SYNTHESIS | |
| Appare nelle tipologie: | 03A-Articolo su Rivista |
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