1213779-91-9Relevant academic research and scientific papers
Pd/phenanthroline-catalyzed arylative cyclization of o-(1-alkynyl)thioanisoles: Synthesis of 3-arylated benzo[b]thiophenes
Yamauchi, Takayuki,Shibahara, Fumitoshi,Murai, Toshiaki
, p. 2945 - 2948 (2016/07/06)
The arylative cyclization of o-(1-alkynyl)thioanisoles with aryl iodides in the presence of catalytic amounts of [Pd(phen)2][PF6]2resulted in the efficient formation of 3-arylated benzo[b]thiophenes, and a range of aryl iodides with electron-donating or -withdrawing groups could be used. While this reaction proceeded in the presence of aromatic and aliphatic groups on the terminal alkynyl carbon atom, silyl and alkoxycarbonyl groups hampered the reaction. Furthermore, this method could be extended to the synthesis of 3-arylated indoles from N,N-dimethyl-o-(1-alkynyl)aniline. All these reactions proceeded smoothly via cleavage of the carbon-heteroatom bond. In addition to the desired cyclization products, the use of a o-(hydroxypropyl)phenylmethyl substituent on the sulfur atom afforded isochroman, which should be formed by the intramolecular attack of a hydroxy group onto the benzylic carbon atom.
Synthesis of 2,3-diarylbenzo[b]thiophenes via nickel-catalyzed suzuki-miyaura cross-coupling and palladium-catalyzed decarboxylative arylation
Miyasaka, Mitsuru,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
scheme or table, p. 2683 - 2688 (2009/12/30)
We report a new approach to 2,3-diaryl-benzo[D]thiophenes based on the nickel-catalyzed Suzuki-Miyaura cross-coupling/palladium-catalyzed decarboxylative arylation sequence of 3-chloro-2-me-thoxycarbonylbenzo[D] thiophenes, which are readily accessible fr
