Synthesis of Pellitorine and Pyrrolo[2,1-b]benzothiazole Using A Hypervalent Iodine(III) Reagent
| Autor: | Iou-Jiun Kang, 康祐竣 |
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| Rok vydání: | 1999 |
| Druh dokumentu: | 學位論文 ; thesis |
| Popis: | 87 The Pummerer reaction of sulfoxides normally proceeds via an activated sulfoxide and then a thionium ion which reacts with a nucleophile at carbon to afford an -substituted sulfide. In an interrupted Pummerer reaction, the tricoordinate sulfur intermediate undergoes reaction with a nucleophile at sulfur leading to unexpected product. Recently, hypervalent iodine reagents have been extensively used in organic syntheses due to their low toxicity, ready availability and easy handling. As a continuation of our studies concerning hypervalent iodine(III) chemistry, we report here that the Pummerer-type reaction and interrupted Pummerer reaction of sulfides using phenyliodine(III) bis(trifluoroacetate) (PIFA) have been applied to prepare pellitorine and pyrrolo[2,1-b]benzothiazole. |
| Databáze: | Networked Digital Library of Theses & Dissertations |
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