We report a novel one-pot two-step synthesis of a variety of S-alkyl thiocarbamates. This method offers a two-directional approach making use of trichloroacetyl chloride, requires no complex starting material, incorporates a variety of substituents, and proceeds in high yields.
Indole derivatives R 0140 3-Acylindoles via a One-Pot, Regioselective Friedel-Crafts Reaction. -The title compounds (24 examples) are prepared by acylation of indole (I) using acid chlorides and diethylaluminum chloride in gram scale quantities without the necessity of protecting groups. Non-branched anhydrides as the acylating agents give much lower yields. -(WYNNE, J. H.; LLOYD, C. T.; JENSEN, S. D.; BOSON, S.; STALICK*, W. M.;
Within we report a general one-pot high-yielding Friedel-Crafts acylation of indole using acid chlorides and diethylaluminum chloride in gram scale quantities. This general synthesis affords products that are easily isolated and require no complex purification procedures.
Thio compounds
Thio compounds Q 0590Facile One-Pot Synthesis of S-Alkyl Thiocarbamates. -Title compounds (IV), (VI), and (VIII) are prepared by a novel two-step method involving the nucleophilic substitution of trichloroacetyl chloride with thiols (II) to give the corresponding thioesters which are applied without purification in the second step, the displacement of trichloromethyl by an amino group. An alternative method using the reversed order of thiol and amine addition has several limitations (lower yields and increased reaction times). -(WYNNE*, J. H.; JENSEN, S. D.; SNOW, A. W.; J.
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