86739-06-2Relevant articles and documents
DMSO and iodine mediated reaction of 4-hydroxycoumarins and aldehydes/aryl methyl ketones: Synthesis of furo[3,2-c]coumarins
Kolita, Sinki,Borah, Pallabi,Naidu, P. Seetham,Bhuyan, Pulak J.
, p. 532 - 538 (2015/12/31)
A simple and efficient method for the synthesis of highly functionalized furo[3,2-c]coumarins was developed. The reaction occurred via initial formation of biscoumarins from the reaction of 4-hydroxycoumarins and aldehydes/aryl methyl ketones in the prese
Copper(ii) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp3)-O bond for the synthesis of furo[3,2-c]coumarins
Zhang,Yue,Shen,Hu,Meng,Wu,Liu
, p. 3602 - 3609 (2015/03/30)
An efficient and eco-friendly copper(ii) bromide-catalyzed intramolecular decarboxylative functionalization to form a C(sp3)-O bond for the synthesis of furo[3,2-c]coumarins has been developed. In this reaction, a copper(ii) bromide-catalyzed intramolecular decarboxylative functionalization of α-carbonyl is successfully realized to generate an α-bromo carbonyl compound as a key intermediate.
DABCO-catalysed one-pot synthesis of furo[3,2-c]coumarin from 3-halochromone
Maiti, Sourav,Ghosh, Jaydip,Sarkar, Tapas,Bandyopadhyay, Chandrakanta
, p. 1497 - 1499 (2014/01/17)
A highly efficient synthesis of furo[3,2-c]coumarins have been achieved by a DABCO-catalysed reaction of 3-halochromones with 4-hydroxycoumarin. DABCO was found to be the most efficient catalyst among the different bases used for this reaction.
Synthesis of furo[3,2-c]coumarin from the reaction of 3-halochromone and 2-aminochromone; 2-aminochromone as a masked 4-hydroxycoumarin
Biswas, Pritam,Ghosh, Jaydip,Sarkar, Tapas,Maiti, Sourav,Bandyopadhyaya, Chandrakanta
, p. 623 - 625 (2013/02/23)
Synthesis of 2-(2-hydroxybenzoyl)-4H-furo[3,2-c]chromen-4-one has been accomplished by the reaction of 3-halochromone with 2-aminochromone. In this reaction, 2-aminochromone acts as a masked 4-hydroxycoumarin.
Synthesis of functionalized furo[3,2-c]coumarins via a one-pot oxidative pseudo three-component reaction in poly(ethylene glycol)
Zareai, Zeinab,Khoobi, Mehdi,Ramazani, Ali,Foroumadi, Alireza,Souldozi, Ali,?lepokura, Katarzyna,Lis, Tadeusz,Shafiee, Abbas
scheme or table, p. 6721 - 6726 (2012/08/28)
An efficient and straightforward synthesis of functionalized furo[3,2-c]coumarins via a one-pot oxidative pseudo three-component condensation of aldehydes and 4-hydroxycoumarin (2 equiv) in poly(ethylene glycol) (PEG) as solvent is described. A mixture of I2 and K2S 2O8 in the presence of Na2CO3 was used as an oxidative reagent. The structure of the furo[3,2-c]coumarins was established by X-ray single crystal structure analysis.
The Reaction of Dimethyl Sulphoxide and Acetic Anhydride with 4-Hydroxycoumarin and Dicoumarol
Khan, Khaliquz-Zaman,Minhaj, Najme,Tasneen, Khalida,Zaman, Asif,Shiengthong, Dep,et al.
, p. 841 - 850 (2007/10/02)
Dimethyl sulphoxide and acetic anhydride convert 4-hydroxycoumarin (1a) into the acetate but at 120 deg C this is further transformed into the ylide 3-dimethylsulphoniochroman-2,4-dionate (2).At 160 deg C the reaction affords dicoumarol (3a) and other products derived from this by further reactions.These products are 2,3-dihydro-2-(2-hydroxybenzoyl)-4H-furobenzopyran-4-one (6a), 2-(2-hydroxybenzoyl)-4H-furobenzopyran-4-one (11a), 3-(2,3-dihydro-2-hydroxymethyl-3-oxobenzofuran-2-ylmethyl)-4-hydroxycoumarin (13), and 2,3-dihydro-2-(2-hydroxybenzoyl)-2-hydroxymethyl-4H-furobenzopyran-4-one (12a).Compound (6a) is readily dehydrogenated to give compound (11a), which is identical with a known compound obtained by treating dicoumarol with iodine in ethanol.Pyrolysis of compound (12a) affords (6a); pyrolysis of compound (13) affords the spiran (14).Spectroscopic studies did not establish the structure of compound (6a) unequivocally and the compound failed to give the appropriate positive responses to iron(III) salts and Gibbs' dichlorobenzoquinonechloroimine reagent because the dihydrofuran system reduced these reagents, the furan (11a) behaving normally.Chemical evidence for structure (6a) depends mainly upon the ability of boron trichloride to regenerate this compound from its methyl ether.
