147666-87-3Relevant articles and documents
One-step synthesis of isocoumarins and 3-benzylidenephthalides via ligandless pd-catalyzed oxidative coupling of benzoic acids and vinylarenes
Nandi, Debkumar,Ghosh, Debalina,Chen, Shih-Ji,Kuo, Bing-Chiuan,Wang, Nancy M.,Lee, Hon Man
, p. 3445 - 3451 (2013/08/14)
A straightforward synthetic method for the preparation of isocoumarins and 3-benzylidenephthalides via C-H olefination and oxidative coupling of readily available benzoic acids and vinylarenes was developed. The directing effect of the substituents on the benzoic acid allows for the synthesis of both types of lactone in pure form.
Synthesis of naturally occurring (Z)-3-benzylidenephthalide and (+/-) 3-benzylphthalides
Mali, Raghao S.,Massey, Archna P.,Talele, M. I.
, p. 472 - 490 (2007/10/03)
A convenient method, involving generation of phthalide anion, is described for the synthesis of naturally occurring (Z) 3-benzylidenephthalide (5) and (+/-) 3-benzyl phthalides (6c, 10a-c), starting from phthalides (7a-b).
Development of bioactive functions in Hydrangeae Dulcis Folium. VI. Syntheses of thunberginols A and F and their 3'-deoxy-derivatives using regiospecific lactonization of stilbene carboxylic acid: Structures and inhibitory activity on histamine release of hydramacrophyllols A and B
Yoshikawa, Masayuki,Shimada, Hiromi,Yagi, Nobuhiro,Murakami, Nobutoshi,Shimoda, Hiroshi,Yamahara, Johji,Matsuda, Hisashi
, p. 1890 - 1898 (2007/10/03)
Lactonization reaction of 2-carboxystilbene mediated by copper(II) chloride proceeded regiospecifically to give the five-membered lactone, while the bromolactonizations using N-bromosuccinimide and anodic oxidation were found to furnish the six-membered lactone. Using these regiospecific lactonization reactions as a key step, antiallergic and antimicrobial isocoumarins and the benzylidenephthalides thunberginols A and F and their 3'-deoxyanalogs were synthesized from phyllodulcin and hydrangenol. Two phthalides called hydramacrophyllols A and B were isolated from Hydrangeae Dulcis Folium and their stereostructures were determined on the basis of physicochemical and chemical evidence, which included the syntheses of hydramacrophyllols A and B from hydrangenol by the application of the lactonization method using copper(II) chloride. In addition, hydramacrophyllols A and B were found to exhibit an inhibitory effect on the histamine release from rat peritoneal exudate cells induced by antigen- antibody reaction.