66374-23-0Relevant articles and documents
Photoredox-Catalyzed Generation of Acetonyl Radical in Flow: Theoretical Investigation and Synthetic Applications
Anselmo, Manuel,Basso, Andrea,Protti, Stefano,Ravelli, Davide
, p. 2493 - 2500 (2019/03/08)
A hydrogen atom transfer (HAT) step from acetone allowed the smooth generation of acetonyl radical that was then exploited as synthon in the mild formation of C-C bonds under flow conditions. The process was promoted by aryl radicals photocatalytically generated via single-electron transfer (SET) reduction of arenediazonium salts. The mechanism has been investigated by a combined experimental and computational approach and further supported by deuterium labeling experiments.
Photocatalyzed synthesis of isochromanones and isobenzofuranones under batch and flow conditions
Anselmo, Manuel,Moni, Lisa,Ismail, Hossny,Comoretto, Davide,Riva, Renata,Basso, Andrea
supporting information, p. 1456 - 1462 (2017/08/02)
Photocatalyzed reactions of 2-(alkoxycarbonyl)benzenediazonium tetrafluoroborates with various alkenes afforded isochromanones in good yields, according to a mechanism that was investigated. The advantage of using highly soluble esters rather than carboxylic acids as starting compounds became evident when the reactions were performed under flow conditions. On the other hand, when 2-vinylbenzoic acid derivatives were employed as reagents, isobenzofuranones were obtained together with unprecedented benzo[e][1,3]oxazepin-1(5H)-ones, with the latter derived from incorporation of the solvent (acetonitrile).
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.