The Heck Reaction Of Arenesulfinic Acid Salts And Water As Reaction Media For Cross-coupling With Aryldiazonium Salts

The Mizoroki–Heck reaction, arguably one of the most important methods for the creation ofcarbon–carbon bonds, allows the coupling of aryl substrate with olefins. The Heck coupling norm-ally takes place between an organohalide (aryl or vinyl) and an alkene typically in the presence ofpalladium catalyst. Subsequently, other aryl palladium precursors such as aryl triflates, aryl diazo-nium salts, and diaryl iodonium salts have been developed. Recently, the sodium arenesulfinateshave been demonstrated as good electrophilic partners in transition-metal-catalyzed chemistry viathe release of SO2. Aromatic diazonium salts have been prepared and extensively used for years.They are both attractive and useful partners represent an alternative to aryl halides or triflates beca-use of their ready availability from anilines, superior reactivity and environmentally friendly. Are-nediazonium salts are both attractive and useful partners in palladium-catalyzed chemistry. So far,arenediazonium salts have been used in a variety of palladium-catalyzed coupling reactions, inclu-ding Mizoroki–Heck reactions, Suzuki–Miyaura and Stille cross-coupling reactions, etc.In chapter II，we display a new method concerning the study of palladium-catalyzedHeck cross-coupling reaction with arenesulfinic acid salts to afford the transalkene derivatives.The method is simple, efficient and very practical which does not need the use of bases orligands and the rigorous exclusion of air/moisture is not required. The transformation cantolerate different functional groups very well and either electron-donating or electron-withdrawing group exhibited high reactivity. We also study the mechanism of the reaction.In chapter III, we introduced a palladium-catalyzed aryl diazonium salt in the aqueous phaseto a new method for preparing asymmetric biphenyl compounds cross-coupling reaction. Thewater as the reaction media is the demand for green chemistry from the source. Aryl diazonium saltin the water phase Mizoroki-Heck reaction, Suzuki-Miyaura reaction and Hiyama cross-couplingreaction. We also aryl potassium fluoroborate, Suzuki-Miyaura reaction, alkali is added after thereaction free energy was calculated.