Direct C-H Bond Arylation of Thienyl Thioamides Catalyzed by Pd-Phenanthroline Complexes

作者:Yamauchi Takayuki; Shibahara Fumitoshi*; Murai Toshiaki
来源:Organic Letters, 2015, 17(21): 5392-5395.
DOI:10.1021/acs.orglett.5b02742

摘要

A direct C-H bond arylation method for thienyl thioamides catalyzed by [Pd(phen)(2)](PF6)(2) was developed. This reaction selectively afforded 2-monoarylated products, while the corresponding amide thiophene derivatives furnished 2,5-diarylated products. Mechanistic studies revealed that a Pd(II)-bisthioamide complex should be the active species for the reaction of thienyl thioamides in the presence of catalytic amounts of [Pd(phen)(2)](PF6)(2). Similar to the reaction with amides, the reaction with thioamides selectively generated the 2,5-diarylated products when a preformed Pd(phen)PhI complex was used.

  • 出版日期2015-11-6