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- W2737161034 abstract "Uma serie de tiofenois com diferentes orto-substituintes, 2,4-dimetiltiofenol, 2-terc-butil-4metiltiofenol e 2-(1-adamantil)-4-metiltiofenol, os quais mostram diferentes graus de impedimento esterico na posicao 2, foram preparados a partir dos correspondentes fenois. Uma despronotacao inicial dos fenois foi obtida com o uso de NaH em dimetoxietano, seguido de tratamento com cloreto de N,N-dimetiltiocarbomoila, obtendo-se os O-ariltiocarbamatos. A termolise destes compostos resultou num rearranjo, obtendo-se os S-ariltiocarbamatos. Finalmente, a reducao dos Sariltiocarbamatos com LiAlH 4 em THF, seguido de acidificacao, levou ao isolamento dos tiofenois. Todos os produtos foram caracterizados por tecnicas espectroscopicas, e para alguns tiocarbamatos a estrutura solida foi determinada por difracao de raio X. A series of thiophenols with different ortho-substituents, 2,4-dimethylthiophenol, 2-tert-butyl4-methylthiophenol, and 2-(1-adamantyl)-4-methylthiophenol, which display varying degrees of steric hindrance on the 2-position, was prepared from the corresponding phenols. Initial deprotonation of the phenols was achieved with NaH in dimethoxyethane, followed by treatment with N,Ndimethylthiocarbamoyl chloride, to obtain the O-arylthiocarbamates. Thermolysis of the latter compounds resulted in rearrangement, which yields the desired S-arylthiocarbamates. Finally, reduction of the S-arylthiocarbamates with LiAlH 4 in THF, followed by acidic workup, allowed the isolation of the thiophenols. All products were characterized by spectroscopic techniques, and in the case of some of the thiocarbamates the solid state structures were determined by single-crystal X-ray diffraction." @default.
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- W2737161034 date "2005-01-01" @default.
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- W2737161034 title "Synthesis of 2,4-Disubstituted Thiophenols and Solid State Structures of Thiocarbamate Precursors" @default.
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