Suzuki Cross-coupling Reaction In The Aqueous Phase And Sonogashira Coupling Reaction Of2-Phenylbenzothiazole The Derivative

Suzuki cross-coupling reactions in water and Sonogashira coupling reaction of the2-phenylbenzothiazole derivative were studied in this article.In part one, we study palladium-catalyzed Suzuki cross-coupling reaction in water,the results showed that ABTS is an efficient promoter for the aqueouspalladium-catalyzed Suzuki cross-coupling reaction, under the optimized conditions（Pd（OAc）₂5mol%，Na₂CO₃50mol%，ABTS5mol%，H₂O1ml, room temperature）.To improve the above reaction, we design the reaction in the aqueous phase withoutthe surfactant, the experiment showed that Ag₂CO₃can promote palladium-catalyzedSuzuki cross-coupling in the surfactant-free aqueous phase, under the optimizedconditions（PdCl₂（PPh3）25mol%，Ag₂CO₃50mol%，H₂O1ml） at room temperaturein the air. The two system can be efficiently performed Suzuki cross-coupling reactionwith good functional group tolerance. We found that phenylboronic acid with aryliodides and bromides efficiently giving the corresponding product in good to excellentyields, aryl chloride does not react that can not be used as a reaction substrate of theabove two systems. And aryl iodides got higher yields than the corresponding arylbromides.In part two, the2-phenylbenzothiazole derivative with different terminal alkynescross-coupling reaction were studied in detail. The resulting product has a strongfluorescence, and the structure of all compounds were characterized by¹HNMR and¹³CNMR.