58083-44-6Relevant academic research and scientific papers
Formation of 4,5,6,7-tetrahydroisoindoles by palladium-catalyzed hydride reduction
Hou, Duen-Ren,Wang, Ming-Shiang,Chung, Ming-Wen,Hsieh, Yih-Dar,Tsai, Hui-Hsu Gavin
, p. 9231 - 9239 (2008/03/13)
(Chemical Equation Presented) Substituted 1,3-dihydro-2H-isoindoles (2, isoindolines) were prepared and subjected to palladium-catalyzed formate reduction. Alkyl isoindolines were reduced to 4,5,6,7-tetrahydro-2H-isoindoles (1). Only partial reduction was observed for 5-methoxyisoindoline, and 4-methoxy-, 5-carbomethoxy-, amino-, and amidoisoindolines were inert to the reaction. Halogen-substituted isoindolines were dehalogenated and reduced to 4,5,6,7-tetrahydro-2H-isoindoles. Isoindole 24 was also reduced to a mixture of an isoindoline and a 4,5,6,7-tetrahydro-2H-isoindole. In contrast, 2,3-dihydro-1H-indoles 21 underwent dehydrogenation to give thermodynamically stable indoles. Theoretical calculations show the significant difference in aromaticity between isoindoles and indoles, corresponding to the observed differences in reactivities. Tetrahydro-2H-isoindoles 1 were oxidized to 4,5,6,7-tetrahydroisoindole-1,3-diones in the presence of NBS and air.
Electro-organic reactions. Part 41. Diels-Alder reaction of o-quinodimethanes from the cathodic reduction of α,α'-dibromo-1,2-dialkylbenzenes
Eru,Hawkes,Utley,Wyatt
, p. 3033 - 3044 (2007/10/02)
Cathodic reduction of α,α'-dibromo-1,2-dialkylbenzenes in DMF containing ET4N+ Br- as supporting electrolyte, in the presence of dienophiles (e.g. maleic anhydride derivatives), yielded Diels-Alder adducts of o-quinodimethanes. Selective reduction of the benzylic dibromides was often possible even when their irreversible cyclic voltammetric reduction peak potentials were more negative than the E(o) values for the anhydrides. This might be a consequence of redox catalysis, with the anhydrides having a dual role as mediators and dienophiles.
STEREOCHEMISTRY OF SEVEN-MEMBERED HETEROCYCLES. XXX. DYNAMIC 1H NMR SPECTROSCOPY AND THE CONFORMATIONAL BEHAVIOR OF 4-METHYL- AND DIASTEREOMERIC 4,7-DIMETHYL-1,3-DITHIA-5,6-BENZOCYCLOHEPTENES
Klimovitskii, E. N.,Latypov, Sh. K.,Strel'nik, D. Yu.,Sergeeva, G. N.,Gorshkova, N. N.,et al.
, p. 205 - 215 (2007/10/02)
The dynamic 1H NMR spectra of 4-methyl-1,3-dithia-5,6-benzocycloheptene and its 2,2-dimethyl and 2,2-pentamethylene derivatives, as well as the diastereomeric 4,7-dimethyl-1,3-dithia-5,6-benzocycloheptenes, were investigated.The trisubstituted substances
Chelating ligands and catalysts and processes employing the same
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, (2008/06/13)
A hydroformylation process including contacting hydroformylation stock in a reaction zone at a temperature of from about 20° C. to about 250° C. and a pressure of from about 15 psig to about 800 psig with hydrogen and carbon monoxide wherein the catalyst
