The reaction of alkyl halides with mercury(II) and potassium thioacetates and selenocyanates.
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概要
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The reactions of alkyl halides with mercury(II) and potassium thioacetates afford alkyl thioacetates (RSCOMe), <I>S</I><SUB>N</SUB>1 and <I>S</I><SUB>N</SUB>2 type reactions taking place. In neither case is ROCS Me formed. Reactions with mercury(II) selenocyanate usually give only small amounts of alkyl selenocyanates and/or isoselenocyanates as isolated products except the case of benzyl bromide from which benzyl selenocyanate was obtained almost quantitatively. The ambident reactivity of this salt was revealed to be not so strong as that of mercury(II) thiocyanate. The reaction with potassium selenocyanate is also reported for comparison.
著者
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Toshimitsu Akio
Institute For Chemical Research Kyoto University
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Okano Masaya
Institute for Chemical Research, Kyoto University
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Uemura Sakae
Institute for Chemical Research, Kyoto University
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Watanabe Nanao
Institute for Chemical Research, Kyoto University
関連論文
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- Intramolecular Cyclization Reaction via a Sterically Protected Episelenonium Ion Intermediate
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- Oxidation of Isocyanides by Hg(II), Tl(III), and Pb(IV) Acetates
- Explosion during the Preparation of Ethylphenyl Thallic Acetate Perchlorate
- A convenient method for the introduction of 1,3-dithiolan-2-yl group into active methylene compounds.
- The chlorination of norbornene by metal chlorides and the product isomerization.
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- Amidoselenation of Olefins Using p-Toluenesulfonamide as a Nitrogen Nucleophile.
- The chlorination of norbornadiene by various chlorinating agents.
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- Ring-opening reaction of oxiranes, oxetanes, and tetrahydropyran by mercury(II) salts and alkyl halides.
- The Reaction of Arylthallium(III) Compounds with Copper(II) and (I) Thiocyanates
- Oxidation of olefins with thallium(III) acetate in diols.