- A new strategy for chemoselective O-acylation of β-mercapto alcohols via alkylsilyl and stannyl protection
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Chemoselective preparation of O-acylated derivatives from bis-protected mercapto alcohols was described. Trialkylsilyl and trialkylstannyl chloride are used to generate an intermediate with O- and S-protection. The intermediates from β-mercapto alcohols a
- Maheswara, Muchchintala,Kim, Mirae,Yun, Sun-Ju,Ju, Jung Jin,Do, Jung Yun
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scheme or table
p. 480 - 483
(2009/05/07)
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- Studies on the Synthesis of Heterocyclic Compounds. XVI. Cleavage of 1,3-Benzodioxoles and -Benzoxathioles by Sodium Iodide-Acyl Chloride
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The cleavage reaction of ethereal and thioethereal bonds with sodium iodide and acyl chloride has been studied.In all the 1,3-benzodioxoles and -benzoxathioles studied, the opening of the heterocyclic ring with formation of 1,2-diacetoxybenzene or 2-hydroxythiophenol diacetic acid ester and gem-diiodoalkanes and iodoalkenes has been observed.The structure of newly prepared compounds has been determined by analytical and spectroscopic data or comparison with authentic samples.
- Corda, Luciana,Fadda, Anna Maria,Maccioni, Antonio,Maccioni, Anna Maria,Podda, Gianni
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p. 311 - 314
(2007/10/02)
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- On the Acylation of 1,3-Benzoxathiole Systems
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The acylation on 1,3-benzoxathiole systems, as well as the effect of the stoichiometry of the catalyst on the yields of ketones and of breaking products of the O-C-S bonds is here described.
- Bernard, Angela Maria,Cocco, Maria Teresa,Congiu, Cenzo,Plumitallo, Antonio
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p. 591 - 593
(2007/10/02)
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- Studies on the Synthesis of Heterocyclic Compounds. XIV. Cleavage of 1,3-Benzoxathioles by Magnesium Bromide-Acetic Anhydride
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The cleavage reaction of some 1,3-benzoxathioles with magnesium bromide and acetic anhydride has been studied.In all the 1,3-benzoxathioles studied, the opening of the heterocyclic ring occurs first with cleavage of the C-O bond and formation of bromides and their corresponding products of hydrolysis.Successively also the cleavage of the C-S bond can occur.The competitive electrophilic substitution on the benzene ring becomes appreciable only in the 1,3-benzoxathioles-2,2-disubstituted with sterically demanding groups.The structure of newly prepared compounds has been determined by analytical and spectroscopic data and when possible by comparison with authentic samples.
- Bonsignore, Leonardo,Fadda, Anna Maria,Loy, Giuseppe,Maccioni, Anna Maria,Marongiu, Enrica,Podda, Gianni
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p. 573 - 576
(2007/10/02)
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- Studies on the Synthesis of Heterocyclic Compounds. VIII. Action of Acyl Halides on 2,2-di-n-butyl-1,3,2-benzoxathiastannole, 2-Chloro-1,3,2-benzoxathiaarsole and -stibole
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The cleavage reaction of some 1,3,2-benzoxathiastannole,-arsole and -stibole derivatives with acetyl and benzoyl chloride is described.The reactions were carried out refluxing in benzene or at room temperature.In all cases, the reaction occurs through the initial cleavage of the S-M linkage with formation of the respective o-acylthio derivatives.The structure of the prepared compounds was assigned on the basis of their analytical, physical and spectral data.
- Anchisi, Carlo,Corda, Luciana,Fadda, Anna,Maccioni, Antonio,Podda, Gianni
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p. 649 - 652
(2007/10/02)
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- Acyl transfer in o-hydroxybenzenethiol
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o-Hydroxybenzenethiol reacts with one equivalent of acetic anhydride to give a mixture of starting material, diacetylated material, and O- or S-monoacetylated products as determined by nmr.The same products are obtained by equilibration of a mixture of o-
- McKinnon, David M.
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p. 2761 - 2764
(2007/10/02)
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