REACTIONS OF ORGANOLITHIUMS WITH ARYLSULFONIUM SALTS
REACTIONS OF ORGANOLITHIUMS WITH ARYLSULFONIUM SALTS
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DOI：
10.1021/ja00752a019
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发表时间：
1971-01-01
影响因子：
15
通讯作者：
TROST, BM
中科院分区：
文献类型：
--
作者：
LAROCHELLE, RW;TROST, BM
三芳基磺酸盐与有机锂的反应可以产生配体偶联产物。因此，用苯基、乙烯基、烯丙基和/ erz -丁基锂处理三苯磺酸盐可以分别得到联苯（二苯基硫化物）、苯乙烯（二苯基硫化物）、烯丙基苯（二苯基硫化物）和联苯{叔丁基苯基硫化物)。其他芳基磺酸盐和其他有机锂的反应过程类似。偶联反应要求两个单元都具有it体系，并在碳上保持构型。所提出的证据支持了硫烷在这些反应中的中间作用。该技术是一种将芳基引入有机化合物的方法。
The reaction of triarylsulfonium salts with organolithiums has been found to yield ligand coupling products. Thus, treatment of triphenylsulfonium salt with phenyl-, vinyl-, allyl-, and/erZ-butyllithium afforded biphenyl (diphenyl sulfide), styrene (diphenyl sulfide), allylbenzene (diphenyl sulfide), and biphenyl {tert-butyl-phenyl sulfide), respectively. The reactions of other arylsulfonium salts and other organolithiums proceed similarly. The coupling reaction requires both units to possess a it system and proceeds with retention of configuration at carbon. The evidence presented supports the intermediacy of sulfuranes in these reactions. This technique serves as a method to introduce aryl groups into organic compounds.