Pd-Catalyzed α-Arylation Of α- Cyano Ketene Dithioacetals

α-EWG ketene dithioacetals can be classified activated alkenes on the basis of highly polarized double bond. It was observed that the ketene dithioacetals compounds have a variety of structures and more activated reactive position. more and more articles about α- oxo ketene dithioacetals reactive towards electrophiles were reported. ketene dithioacetals play an important role in the synthesis of natural product and the area of organic synthesis.Diaryliodonium salt is one kind of hypervalent iodine compounds. Diaryliodonium salts react always with various nucleophiles, are used as arylation reagent.Our research group focus on the content of α-functionalization of ketene dithioacetals, especially recations about α-C-H bond activation and functionalization of ketene dithioacetals. Due to α-C-H bond arylation of ketene dithioacetals have not been reported, the main content of the work are as follows:1. According to several synthetic procedures available, different diaryliodonium salts are synthesized. Pd(OAc)2 catalyzed α-cyano ketene dithioacetals arylation using Diaryliodonium salts in the presence of PPh3 as ligand, Ag2CO3 as oxidant, DMF as solvent has been repoted. Eighteen new compounds were accomplished. α-cyano ketene dithioacetals have led to α-C-H bond arylation.2. The reactions of symmetric and unsymmetric diaryliodonium salts with α-cyano ketene dithioacetals offer different results. Diaryliodonium salts which has less space resistance with α-cyano ketene dithioacetals have priority, but this kind of reaction has poor electronic effect. For alkenyl acyl ketene dithioacetals, Heck type product was obtained.3. Eighteen new compounds were characterlized by 1 H NMR, 13 C NMR, MS spectrum.