ORGN 45 |
Combination of fluorous and microwave technologies for high-speed reaction and separation
| Wei Zhang, Chemical Discovery, Chemical Discovery, Fluorous Technologies, Inc, 970 William Pitt Way, UPARC, Pittsburgh, PA 15238 |
| Microwave-assisted organic synthesis has great potential to increase reaction speed. However, it has little impact on the separation of reaction mixtures. The purification is usually the bottle-neck of high-throughput synthesis. We recently developed a new strategy which combines fast microwave reaction with easy fluorous separation. Fluorous technology unites attractive features of solution-phase chemistry with convenient workup of solid-phase chemistry. Molecules attached with a perfluoroalkyl “phase tag” can be easily isolated from a reaction mixture by fluorous solid-phase extraction (F-SPE). High solubility of light fluorous molecules in organic solvents and high thermostability of the fluorous tag makes fluorous synthesis a good match with microwave technology. In this presentation, aryl perfluorooctylsulfonate-based cross-coupling reactions for making C-H, C-C, C-N, C-S bonds, fluorous multicomponent reactions, and synthesis of drug-like library scaffolds will be described. 
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