1174551-05-3Relevant articles and documents
Palladium-catalyzed three-component coupling reactions of 2-(cyanomethyl)phenol, aryl halides, and carbon monoxide
Murai, Masahito,Okamoto, Kazuhiro,Miki, Koji,Ohe, Kouichi
supporting information, p. 4432 - 4437 (2015/06/08)
Three-component coupling reactions of 2-(cyanomethyl)phenol, aryl halides, and carbon monoxide (CO) in orthogonal-tandem catalysis were investigated. In the reactions, 2-(cyanomethyl)phenyl esters, which are produced through Pd(PPh3)4-catalyzed alkoxycarbonylation of aryl halides with 2-(cyanomethyl)phenol, undergo cycloisomerization in situ catalyzed by Pd(PCy3)2 as a co-catalyst to give 3-acyl-2-aminobenzofurans. Palladium species with homoleptic tertiary phosphines, such as Pd(PPh3)4 and Pd(PCy3)2, can catalyze the mechanistically distinct reactions in an orthogonal-tandem manner without interference. By switching the base used in this reaction, 3-acyl-2-(N-acylamino)benzofurans were obtained as major products instead of 3-acyl-2-aminobenzofurans. Given that 2-(cyanomethyl)phenols can be synthesized from commercially available salicylic acid derivatives in two steps, the present method thus provides facile access to synthetically useful 3-acyl-2-aminobenzofurans.
A new route to 3-acyl-2-aminobenzofurans: Palladium-catalysed cycloisomerisation of 2-(cyanomethyl)phenyl esters
Murai, Masahito,Miki, Koji,Ohe, Kouichi
supporting information; experimental part, p. 3466 - 3468 (2009/12/07)
Treatment of 2-(cyanomethyl)phenyl esters with a catalytic amount of Pd(OAc)2, PCy3, and Zn afforded 3-acyl-2-aminobenzofuran derivatives in good to excellent yields, which can be used as building blocks for the synthesis of benzofur
