860263-19-0Relevant articles and documents
Synthesis of 5-methylfuro[3,2-c]quinolin-4(5H)-one via palladium-catalysed cyclisation of N-(2-iodophenyl)-N-methyl-3-furamide
Lindahl, Karl-Fredrik,Carroll, Anthony,Quinn, Ronald J.,Ripper, Justin A.
, p. 7493 - 7495 (2006)
A new synthesis of the furo[3,2-c]quinolin-4(5H)-one heterocycle has been developed using a palladium-catalysed cyclisation of N-(2-iodophenyl)-N-methyl-3-furamide. By varying the catalyst, base and solvent, the yield of the cyclisation was optimised. It
Palladium-mediated intramolecular biaryl coupling reaction: Convenient preparation of furoquinolinone derivatives
Abe, Hitoshi,Kamimura, Mayu,Komatsu, Yoshinori,Horino, Yoshikazu
, p. 1332 - 1342 (2015/03/04)
Furo[2,3-c ] or furo[3,2-c ]quinolinone derivatives were prepared via the intramolecular biaryl coupling reaction of 2-furoylanilides or 3-furoylanilides using a palladium catalyst.
Catalytic direct arylation with aryl chlorides, bromides, and iodides: Intramolecular studies leading to new intermolecular reactions
Campeau, Louis-Charles,Parisien, Mathieu,Jean, Annie,Fagnou, Keith
, p. 581 - 590 (2007/10/03)
A catalyst for the intramolecular direct arylation of a broad range of simple and heterocyclic arenes with aryl iodides, bromides, and chlorides has been developed. These reactions occur in excellent yield and are highly selective. Studies with aryl iodides substrates revealed that catalyst poisoning occurs due to the accumulation of iodide in the reaction media. This can be overcome by the addition of silver salts which also permits these reactions to occur at lower temperature. The utility of the methodology is illustrated by a rapid synthesis of a carbazole natural product and by the synthesis of sterically encumbered tetra-ortho-substituted biaryls via ring-opening reactions of the direct arylation products. Mechanistic investigations have provided insight into the catalyst's mode of action and show the presence of a kinetically significant C-H bond cleavage in palladium-catalyzed direct arylation of simple arenes. Knowledge garnered from these studies has led to the development of new intermolecular arylation reactions with previously inaccessible arenes, opening the door for the development of other new direct arylation processes.
Synthesis of tricyclic quinolones and naphthyridones by intramolecular heck cyclization of functionalized electron-rich heterocycles
Beccalli, Egle M.,Broggini, Gianluigi,Martinelli, Michela,Paladino, Giuseppe,Zoni, Caterina
, p. 2091 - 2096 (2007/10/03)
Starting from commercially available pyrrole- and thiophene-2-carboxylic acids 1 or thiophene- and furan-3-carboxylic acids 6, we report the synthesis of tricyclic fused quinolone and naphthyridone derivatives, in only three steps, by an intramolecular He