Synthesis of 4,5-disubstituted-3-trihalomethylisothiazoles |
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| Authors: | Michael P. Zawistoski |
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| Affiliation: | Department of Cardiovascular, Metabolic and Endocrine Diseases Medicinal Chemistry, Pfizer Global Research and Development, Groton, CT 06340, United States |
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| Abstract: | Herein, we describe the synthesis of 4,5-disubstituted-3-trihalomethylisothiazoles from trihaloacetonitriles and 2-cyanothioacetamides or 2-ethoxycarbonylthioacetamides. The reactivity of the necessary trihaloacetonitriles has a significant impact on the observed reaction pathways. Reactions with CF3CN require an oxidant to mediate cyclization, while CCl3CN functions as both the reactant and oxidant. |
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