Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium salts with disulfides in the presence of the cheap and weak base NaOAc. The mild and practical reaction conditions (equimolar reagents, DMSO, r.t., 8 h) tolerate various functional groups (e.g. Br, Cl, NO2, CO2R, OH, SCF3, furans). Mechanistic studies indicate the operation of a radical aromatic substitution
在廉价和弱碱的NaOAc存在下,
芳烃重氮盐与二
硫化物反应可制得芳族
硫醚和类似的较重
硫族化物。温和而实际的反应条件(等摩尔试剂,
DMSO,rt,8 h)可耐受各种官能团(例如Br,Cl,NO 2,CO 2 R,OH,SCF 3和
呋喃)。机理研究表明,通过芳基,乙酰氧基,
噻吩基和二甲基基团的自由基芳族取代机理的操作。