23922-57-8Relevant academic research and scientific papers
Microwave-assisted synthesis of tetrahydroindoles
Piras, Leonarda,Ghiron, Chiara,Minetto, Giacomo,Taddei, Maurizio
, p. 459 - 462 (2008)
An efficient synthesis of tetrahydroindoles with different substituents in position 1 is described. Microwave-assisted aminolysis of 4-oxo-4,5,6,7-tetrahydrobenzofuran with different primary amines gives the corresponding tetrahydroindoles in few minutes.
Formation of N-substituted 4- and 7-oxo-4,5,6,7-tetrahydroindoles revisited: A mechanistic interpretation and conversion into 4- and 7-oxoindoles
Montalban, Antonio Garrido,Baum, Sven M.,Cowell, Justin,McKillop, Alexander
experimental part, p. 4276 - 4279 (2012/09/25)
An efficient method for the preparation of 4-oxo-4,5,6,7-tetrahydroindoles was successfully applied to the synthesis of N-substituted 7-oxo-4,5,6,7- tetrahydroindoles for the first time. Both isomers where converted into their corresponding 4- and 7-oxoindoles in good yields utilizing a novel aromatization protocol. Based on the impurity profile obtained, however, different mechanisms for the formation of the 4- and 7-oxo-4,5,6,7-tetrahydroindole derivatives are discussed. In addition, the reaction sequences appear to be stereospecific allowing for the direct introduction of a chiral center α to the nitrogen and preparation of enantiomerically enriched products.
1,3-Cyclohexanedione derivatives
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, (2008/06/13)
Novel cyclohexanone derivatives of general formula: STR1 (wherein R1 is a hydrocarbon group of 1 to 15 carbon atoms) and new cyclohexanone derivatives of general formula: STR2 (wherein R1 and R2 each is a hydrocarbon group of 1 to 15 carbon atoms) are produced by an electrooxidative coupling of 1,3-cyclohexanedione with a vinyl ether of general formula: (wherein R1 is as defined above) in the presence or absence of an alcohol of general formula: (wherein R2 is as defined above). These new cyclohexanone derivatives can be easily converted to N-substituted or unsubstituted-4-oxo-4,5,6,7-tetrahydroindoles, which are of value as intermediates for the production of N-substituted or unsubstituted-4-hydroxyindoles and, thence, to pindolol and its analogs.
