The scope and limitations of nucleophilic substitutions of aryl halides have been studied using ethyl 3-mercaptopropionate as nucleophile and microwave heating. A diversity of aromatic compounds have been investigated according to different types of leaving groups, regio isomers and substituents. Experimental design has been used as a tool to optimize the reaction. An electron-withdrawing group in ortho or para position of the leaving group proved to be necessary for a positive outcome of the reaction. Fluorine was, without competition, the best leaving group. Some examples of how the synthesized aryl sulfanyl propionates can be used as starting material for producing aryl thio ethers, sulfoxides and unique benzothiophenes are described.
| Identifer | oai:union.ndltd.org:UPSALLA1/oai:DiVA.org:sh-1517 |
| Date | January 2008 |
| Creators | Antonsson, Rositha |
| Publisher | Södertörns högskola, Institutionen för livsvetenskaper, Huddinge : Institutionen för livsvetenskaper |
| Source Sets | DiVA Archive at Upsalla University |
| Language | English |
| Detected Language | English |
| Type | Student thesis, info:eu-repo/semantics/bachelorThesis, text |
| Format | application/pdf |
| Rights | info:eu-repo/semantics/openAccess |
Page generated in 0.0108 seconds