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• W2041485060 abstract "The thiophilic addition of MeLi and BuLi to aromatic alkylthio- and arylthio sulfines has been studied. The resulting dithioacetal monoxides are isolated in high yields. Reactions of MeLi with aromatic arylsulphinyland arylsulfonyl sulfines give the corresponding dithioacetal di- and trioxidcs. Acid treatment of dithioacetal monoxides results in aromatic aldehydes. The nucleophilic acylation of the acylanion equivalents obtained from sulfines is investigated. Alkylation of the dithioacetal monoxide anions, prepared in situ from MeLi and sulflnes of the type Ar(RS)CSO. with primary alkyl halides leads to dithioketal monoxide which upon acidolysis under anhydrous conditions are converted into vinylsulfides. The mechanism of the formation of the vinyl sulfides is discussed. The acylanion equivalents are acylated with benzoylchloride, CO2 and benzaldehyde. The use of Cu1 and 18-crown-6 as a catalyst appears to be crucial in some reactions. Michael additions of the dithioacetal monoxides to acrylonitrile are described." @default.
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• W2041485060 date "1978-01-01" @default.
• W2041485060 modified "2023-10-12" @default.
• W2041485060 title "The use of sulfines in nucleophilic acylation reactions" @default.
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• W2041485060 doi "https://doi.org/10.1016/0040-4020(78)80187-2" @default.
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