- Desulfurizing agent for thioamides
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Thioamides treated with thionyl chloride in an ionic liquid were successfully converted into amides.
- Polushina,Zavarzin,Krayushkin,Rodionova,Yarovenko
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p. 383 - 385
(2021/03/03)
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- Functionalization of primary ch bonds in picolines toward pyridylthioamides
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We report a method for coupling of nitroarenes, 2- or 4-methylazaarenes, and elemental sulfur to afford (2-pyridyl)aryl thioamides. Good tolerance of functionalities was observed, including primary and secondary amines, bromo, iodo, ester, and boronic est
- Ho, Tuan H.,Le, Ha H. K.,Nguyen, Tung T.,Phan, Nam T. S.,To, Tuong A.
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p. 783 - 789
(2020/08/28)
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- Dithiocarboxylic Acids, Dithiocarboxylic Esters, or Thiocarboxylic Amides by Reaction of Methylene-active Chloromethyl Compounds with Sulfur
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With a mixture of sulfur and amine in DMF at room temperature halomethyl compounds (1,5-10) can be oxidized to give thiocarboxylic acids (2,11-16) and their derivatives (3,4,17-35).We studied this reaction in detail especially with chloroacetic derivatives (11-15) or chloromethyl heterocycles (16) formally derived from chloroacetic acid.The resulting thiooxalic acid derivatives (11-27) represent activated acids and very useful C2-synthons, especially for the synthesis of heterocycles.Oxidation in the presence of triethylamine leads to dithiocarboxylates (11-16) which can be alkylated to dithioesters (17-27) in high yields.As a rule, with different primary and secondary amines instead of tertiary amines these dithiocarboxylates or dithiocarboxylic esters can be transformed already at low temperatures to thioamides (28-35).
- Thiel, W.,Mayer, R.
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p. 243 - 262
(2007/10/02)
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