58083-44-6Relevant articles and documents
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.
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
