63830-81-9Relevant articles and documents
A de Novo Synthetic Route to 1,2,3,4-Tetrahydroisoquinoline Derivatives
ábrahámi, Renáta A.,Fustero, Santos,Fül?p, Ferenc,Kiss, Loránd
supporting information, p. 2066 - 2070 (2018/03/29)
A novel synthetic approach was developed for the construction of the 1,2,3,4-tetrahydroisoquinoline framework possessing varied functions. The synthetic strategy was based on oxidative ring opening of some indene derivatives through their C=C bond, followed by double reductive amination of the dicarbonyl intermediates with various primary alkyl- or fluoroalkylamines.
Activated iodosylbenzene monomer as an ozone equivalent: Oxidative cleavage of carbon-carbon double bonds in the presence of water
Miyamoto, Kazunori,Tada, Norihiro,Ochiai, Masahito
, p. 2772 - 2773 (2007/10/03)
Reported here for the first time are the developments of an efficient method for oxidative cleavage of carbon-carbon double bonds yielding carbonyl compounds by using aryl-λ3-iodanes, which involve a combination of iodosylbenzene and HBF4 in the presence of water. The method serves as a safety alternative to ozonolysis. The oxidative cleavage of olefins probably involves the hitherto unknown direct vicinal dihydroxylations of double bonds with aryl-λ3-iodanes and the subsequent oxidative glycol fissions. Cyclic (cyclopentenes, cyclohexenes, etc.) and acyclic olefins are cleaved smoothly under our conditions. In the reaction of electron-deficient styrenes such as m-nitrostyrene, intermediate formation of the corresponding epoxide was detected. A variety of aryloxiranes also undergo an oxidative cleavage of the epoxide rings under our conditions, and aromatic aldehydes were obtained in good yields. Copyright
Thiazol-2-ylidene catalysis in intramolecular crossed aldehyde-ketone benzoin reactions
Enders, Dieter,Niemeier, Oliver
, p. 2111 - 2114 (2007/10/03)
Intramolecular crossed aldehyde-ketone benzoin-type reactions catalyzed by nucleophilic carbenes, easily generated from commercially available thiazolium salts as precatalysts, are described. Five- and six-membered cyclic acyloins are obtained in moderate to good yields. Depending on the structure of the aldehyde-ketone substrate, an interchange of the alcohol and ketone function of the resulting acyloin is possible. Simple aldehyde-ketones are not good substrates due to the competing intermolecular reaction. Starting from biphenyl-2,2′-dicarbaldehyde, the intermediate acyloin is converted to 9,10-phenanthrenequinone by mild air oxidation.