121668-45-9Relevant academic research and scientific papers
The synthesis of benzofuroquinolines. IX. A benzofuroisoquinolinone and a benzofuroisocoumarin
Yamaguchi,Uchiuzoh,Sanada
, p. 419 - 423 (2007/10/02)
Some procedures for a benzofuroisoquinolinone 1 were studied. Its O-analogous benzofuroisocoumarin 2 was synthesized from methyl salicylate with diethyl α-bromohomophthalate (9). And, the benzofuroisoquinolinone 1 was obtained by treating 2 with ammonia gas in a sealed tube.
A New Alkaline Rearrangement of the Benzofuran Skeleton. One Step Transformation of 2-(2-Benzofuranyl)benzonitriles Into (Z)-Phenylmethyleneisoindolinones
Guillaumel, J.,Boccara, N.,Demerseman, P.,Royer, R.,Bideau, J. P.,et al.
, p. 605 - 614 (2007/10/02)
The alkaline hydrolysis of 2-(2-benzofuranyl)benzonitriles 2 by potassium hydroxide under reflux in ethanol stops at the corresponding amides 5.Using other solvents (ethylene glycol or methoxyethanol) at higher temperatures, one can obtain either the amides 5, the acids 1 or rearrangement products depending on the experimental conditions.The rearrangement products were identified as (Z)-phenylmethylenedihydroisoindolinones 6 resulting from opening of the furan ring.The structures of the compounds 6 were established by 1H nmr spectroscopy (nOe) and X-ray crystallography.
An Unexpected Rearrangement of 2-(2-Benzofuranyl)-benzonitriles: a New Route to Phenylmethylene-dihydro-isoindolinones
Guillaumel, Jean,Boccara, Nicole,Demerseman, Pierre,Royer, Rene
, p. 1604 - 1605 (2007/10/02)
Depending on the solvent used, the alkaline hydrolysis of 2-(2-benzofuranyl)-benzonitriles leads to the expected amide or acid, or to isoindolinones by rearrangement.
