| Summary: | 碩士 === 國立彰化師範大學 === 化學系 === 103 === A procedure for the synthesis of pyrrole derivatives from phenacyl bromides has been developed. First of all, homoallenic bromohydrins can be prepared by the indium-mediated allenylation reaction of an arylacyl bromide with propargyl bromide. Then, a 2,5-dibromo-4-aryl-1,3-pentadiene can be prepared by FeBr3-mediated SN2’-type substitution reaction of the formed homoallenic bromohydrin. This structure of the diene compound is good for coupling reaction and Diels–Alder reaction. So we described a method for the intramolecular amination of 2,5-dibromo-4-aryl-1,3-pentadiene to generate the pyrrole derivatives.
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