INFIQC, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, X5000HUA. Córdoba, Argentina.
Beilstein J Org Chem. 2013;9:467-75. doi: 10.3762/bjoc.9.50. Epub 2013 Mar 4.
S-aryl thioacetates can be prepared by reaction of inexpensive potassium thioacetate with both electron-rich and electron-poor aryl iodides under a base-free copper/ligand catalytic system. CuI as copper source affords S-aryl thioacetates in good to excellent yields, by using 1,10-phenanthroline as a ligand in toluene at 100 °C after 24 h. Under microwave irradiation the time was drastically reduced to 2 h. Both procedures are simple and involve a low-cost catalytic system. This methodology was also applied to the "one-pot" synthesis of target heterocycles, such as 3H-benzo[c][1,2]dithiol-3-one and 2-methylbenzothiazole, alkyl aryl sulfides, diaryl disulfides and asymmetric diaryl sulfides in good yields.
S-芳基硫代乙酸酯可以通过在无碱铜/配体催化体系下，用廉价的硫代乙酸钾与富电子和缺电子的芳基碘化物反应来制备。以碘化亚铜作为铜源，在 100°C 下，以 1,10-菲啰啉为配体，在甲苯中反应 24 小时，可以得到产率良好至优秀的 S-芳基硫代乙酸酯。在微波辐射下，反应时间大大缩短至 2 小时。这两种方法都很简单，并且涉及到一种低成本的催化体系。该方法还适用于“一锅法”合成目标杂环化合物，如 3H-苯并[c][1,2]二硫醇-3-酮和 2-甲基苯并噻唑、芳基烷基硫醚、二芳基二硫醚和不对称二芳基硫醚，产率良好。
