80458-97-5Relevant academic research and scientific papers
Stereoselective synthesis of hydroxy stilbenoids and styrenes by atom-efficient olefination with thiophthalides
Mitra, Prithiba,Shome, Brateen,Ranjan De, Saroj,Sarkar, Anindya,Mal, Dipakranjan
, p. 2742 - 2752 (2012/11/07)
The synthesis of stilbenoids and styryl carboxylic acids is accomplished with high E-stereoselectivity by olefination of aldehydes with thiophthalides under basic conditions. The olefination is highly atom-efficient as it only loses elemental sulfur during the reaction. This olefination, in conjunction with retro Kolbe-Schmitt reaction, allows facile synthesis of E-hydroxystilbenoids with minimal employment of protecting groups. This study also discloses two important findings: formation of i) 4-methylsulfanyl isocoumarins and ii) an 2-arylindenone. The Royal Society of Chemistry 2012.
Expeditious synthesis of 3,4-dihydroisocoumarins and phthalides using the Heck-Matsuda reaction
Da Penha, Eduardo T.,Forni, José Augusto,Biajoli, André F.P.,Correia, Carlos Roque D.
scheme or table, p. 6342 - 6345 (2011/12/21)
Several 3,4-dihydroisocoumarins and phthalides were synthesized by an effective Heck-Matsuda reaction involving an ortho carboxybenzenediazonium salt with a series of styrenes bearing electron donating and electron withdrawing groups, methylvinyl ketone,
Synthesis of 3-aryl- and 3-aryl-3,4-dihydroisocoumarins
Ahmad, Hafiz B.,Rama, Nasim H.,Hussain, Mazhar,Hussain, Muhammad T.,Qasim, Malik M.,Hameed, Shahid,Malana, Muhammad A.,Malik, Abdul
, p. 611 - 615 (2007/10/03)
The condensation of homophthalic acid 6 with the appropriate acid chlorides 7a-c yield the respective isocoumarins 8a-c, which are converted to keto-acids 9a-c by alkaline hydrolysis. The 3,4-dihydroisocoumarins 12a-c are obtained by reduction of the keto
Formation od some 3-Aryl-3,4-dihydroisocoumarins by Thermal Ring Closure of Stilbene-2-carboxylic Acids
Bellinger, Geoffrey C. A.,Campbell, William E.,Giles, Robin G. F.,Tobias, Julius D.
, p. 2819 - 2826 (2007/10/02)
When heated at 200 deg C, cis- and trans-4'- and 2'-methoxystilbene-2-carboxylic acids have been converted into the title compounds in varying yields, as has trans-4'-hydroxystilbene-2-carboxylic acid.On the other hand, trans-4'-nitrostilbene-2-carboxylic acid affords 3-(4-nitrobenzyl)phthalide.Mass spectrometry provides a simple method of distinguishing between the dihydroisocoumarins and phthalides.
