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

Autor:	Fumitoshi Shibahara, Toshiaki Murai, Takayuki Yamauchi
Rok vydání:	2015
Předmět:	chemistry.chemical_compound C h bond Chemistry Phenanthroline Amide Organic Chemistry Physical and Theoretical Chemistry Biochemistry Medicinal chemistry Thiophene derivatives Combinatorial chemistry Catalysis
Zdroj:	Organic Letters. 17:5392-5395
ISSN:	1523-7052 1523-7060
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6ae54ac9bb10a4b7f37dcff6ee924f81 https://doi.org/10.1021/acs.orglett.5b02742 Zobrazit plný text záznamu