2159-37-7Relevant academic research and scientific papers
Construction of an isoquinolinone framework from carboxylic-ester-directed umpolung ring opening of methylenecyclopropanes
Wei, Hao-Zhao,Wei, Yin,Shi, Min
supporting information, p. 11201 - 11204 (2021/11/09)
An interesting type of reaction involving functionalized methylenecyclopropanes (MCPs) has been revealed. Here, a nucleophilic attack of an anionic species onto a partially polarity-reversed MCP was realized by treating a neighbouring carboxylic ester tethered to the MCP and amine with KHMDS to realize an umpolung ring opening of the MCP. This work established an operationally convenient protocol for the rapid construction of isoquinolinone frameworks. This journal is
Palladium-catalyzed chemoselective decarboxylative ortho acylation of benzoic acids with α-oxocarboxylic acids
Miao, Jinmin,Ge, Haibo
supporting information, p. 2930 - 2933 (2013/07/26)
Palladium-catalyzed chemoselective decarboxylative cross coupling of benzoic acids with α-oxocarboxylic acids was realized via an arene sp 2 C-H functionalization process. This work represents the first example of transition-metal-catalyzed cro
INVESTIGATION OF THE COMPOSITION OF PETROLEUM ANTHRACENE HYDROCARBONS
Ivanov, V. I.,Golovko, A. K.
, p. 504 - 512 (2007/10/02)
The optimum conditions of adduct formation with maleic anhydride for the isolation of ca. 100percent anthracene hydrocarbons from a mixture with phenanthrenes and other compounds are set out.Gas-liquid chromatography has been used to study the individual composition of anthracene and C1-C3 anthracenes isolated by the method proposed from concentrates of triaromatic hydrocarbons of crude oils from the Okha, Katangli (Sakhalin) and Dorokhovsk (Urals-Volga) fields.With the aid of the individual compounds synthesized, for the first time 2-ethylanthracene and 1,3- and 2,3-dimethylanthracene have been identified in crude oils, and the retention indices have also been calculated for certain C2- and C3-substituted anthracene hydrocarbons for chromatographic phase SE-54.
Photoenolisation. XI. Photooxydation des o-methylbenzophenones
Pfau, Michel,Molnar, James,Heindel, Ned D.
, p. 164 - 169 (2007/10/02)
Photoenols 2 of 2- (1a), 2,4- (1b), 2,5- (1c), 2,6- (1d), 2,2'- (1e) and 2,3'-dimethylbenzophenones (1f) were trapped by (3)O2.When a 350 nm wavelength Hg lamp (Rayonet RPR 100) was used (benzene solution) with ketones 1a-c, the corresponding 2-formyl- 4 and 2-carboxybenzophenones 8 were formed as well as 3-phenyl-phtalides 10.Compounds 4 arose from dehydration of the intermediate endoperoxydes 3.Throught photoenolisation, 2-formylbenzophenones 4 gave the intermediate ketene-enols 5 which either isomerised to phtalides 10 or added oxygen to form the corresponding endoperoxydes 6; the latter isomerised to peracids 7, which, by reaction with aldehydes 4, yielded the carboxylic acids 8.When the aerated irradiations were performed simultaneously with 350 nm light and with light above 380 nm (Hanovia 679 A-36, benzene solution), ketones 1a-f yielded the same compounds 4, 8 and 10 but also anthraquinones 13.The latter arose from reversible cyclisation of photoenols 2 E giving dihydroanthranols 11 which were trapped by oxygen, yielding the anthrones 12 which were subsequently photooxidized to anthraquinones 13.With 2,6-dimethylbenzophenone (1d), the corresponding photoenols 2 were trapped for the first time.Compounds 8d, and 13d were absent, but instead 1-carboxyanthraquinone 15 was obtained.The latter can arise from 1-methylanthraquinone 13d trough photoenolisation-oxidation process alredy reported for this compound.With 2,2'-dimethylbenzophenone 1e, 3,3'-spirobiphtalide 14 was obtained instead 2-methyl-2'-carboxybenzophenone 8e; the latter, through a photoenolisation-oxidation process analogous to that described in the second paragraph, yielded 2,2'-dicarboxybenzophenone which underwent dehydration to compound 14.Under the same conditions (Hanovia) but in acetic acid solution, anthraquinones 13 were not formed with ketones 1a-f, due to rapid reketonisation of photoenols 2 E in this medium; however, compounds 4, 8, 10 and 14 were produced.Products 8, 10, 13, 14 and 15 were isolated and characterised or identified.Yields were deduced from actual weights of the isolated compounds (carboxylic acids 8 and 15) and from GLC determinations (compounds 4, 10, 13 and 14).
