Palladium-catalyzed C-S bond formation by using N-amido imidazolium salts as ligands
N-Amido imidazolium salt was employed as a ligand in the palladium-catalyzed cross-coupling reaction of aryl halides and thiols, and showed good activity in the formation of thioether. The best combination for the coupling with aryl bromides was N-amido imidazolium salt 2 and NaHMDS, and that for the coupling with aryl iodides was N-amido imidazolium salt 1 and KO tBu. The coupling reactions were conducted in the presence of Pd(OAc)2 (1 mol %) in DMSO at 80 C for 12 h.
Byeun, Aleum,Baek, Kyungkyu,Han, Min Su,Lee, Sunwoo
p. 6712 - 6715
(2013/11/19)
Novel dienone-phenol type rearrangement of 4,4-disubstituted cyclohexadienone system using thiosilane
Thiosilane and a catalytic amount of a Bronsted acid mediate the novel domino-type rearrangement reaction of the 4,4-disubstituted cyclohexadienones to produce the 3,4-disubstituted benzenethioethers; the key step is 1,2-addition of thiosilane to dienone.