- The facile and direct formylation of organoboron aromatic compounds with benzodithiolylium tetrafluoroborate
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Organoboron compounds can be used to effect a direct formylation in the absence of transition metals. We report that the direct reaction between boronic derivatives and benzodithiolylium tetrafluoroborate, a commercially available carbenium ionic compound, is possible and provides access to many interesting compounds without the use of transition metals. The direct reaction of the carbenium ion with boronic derivatives results in the formation of substituted arylcarbenium ions, a number of which can be further utilized in materials chemistry or for the direct transformation into other compounds. In addition to the rich chameleonic chemical nature of the benzodithiol intermediate, such species can also undergo a metallation reaction and subsequent treatment with a wide range of electrophiles to access a variety of functional groups (aldehyde, ketone, acid, and alkyl groups). Copyright
- Petruzziello, Diego,Gualandi, Andrea,Jaffar, Hamza,Lopez-Carrillo, Veronica,Cozzi, Pier Giorgio
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p. 4909 - 4917
(2013/08/23)
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- New sulfur-carbon displacement reaction and systematic desulfurization in multi-sulfur linkages of benzopentathiepin
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Benzopentathiepin reacts with phosphorus ylides to form a mixture of benzotetrathiepins and benzotrithiins. The carbanion fragment of the phosphorus ylides replaces the one or two sulfur atoms in the multi-sulfur linkages of benzopentathiepin. Systematic desulfurization to form a new cyclic system is accomplished by the use of a combination of phosphorus ylide and triphenylphosphine in the reactions of benzopentathiepin, benzotetrathiepins, and benzotrithiins.
- Ogawa, Satoshi,Wagatsuma, Makoto,Sato, Ryu
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p. 187 - 196
(2007/10/03)
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- ENANTIOSELECTIVE OXIDATION OF CYCLIC DITHIOACETALS AND DITHIOKETALS
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The asymmetric oxidation of a series of dithio acetals and dithio ketals to their corresponding monosulphoxides by the procedure developed in our laboratory has been carried out.Simple 1,3-dithiolanes pr
- Furia, Fulvio Di,Licini, Giulia,Modena, Giorgio
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p. 165 - 170
(2007/10/02)
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- Enhanced Reactivity of Chelating Ortho Esters and Dithio-Ortho Esters Towards Grignard Reagents
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2-Alkoxy-1,3-dithianes, 2-alkoxy-1,3-benzdithioles and bis(2-alkoxy-1,3-dioxolanes) react substantially faster with phenylmagnesium bromide and phenylethynylmagnesium bromide when the 2-alkoxy group can act as a chelating system for magnesium(II).
- Houghton, Roy P.,Dunlop, Jane E.
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p. 2387 - 2400
(2007/10/02)
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