1. 高效率銅催化炔類與芳香基鹵化物及乙烯基鹵化物之耦合反應2. 錳催化Sonogashira反應

Abstract

Alkynes and enynes are important function group in organic synthesis, materials science and pharmaceutical industry. The transition-metal-catalyzed coupling reaction of terminal alkynes with aryl halides and vinyl halides are attractive methods for preparing alkynes and enynes. More recently, the exclusive use of copper, as catalyst has gained significant attention in the Sonogashira-type reaction owing to the low cost of copper salts. Typically, the combination of palladium and copper as catalyst is quite popular. However, palladium is highly toxic and expensive. In the first part of this thesis we reported that: I. CuI(xantphos) is an active catalyst for the synthesis of enynes; II. The copper-catalyzed Sonogashira-type reaction can be perfomed under ligand-free condition. The second part of this thsis, we report the combination of MnCl2 with 1, 10 – phenanthroline is an active catalytic system for coupling reation of terminal alkynes with aryl iodides. To the best of our knowledge, this is the first manganese-catatyzed Sonogashira-type couplong reaction.