199186-66-8Relevant academic research and scientific papers
Hydrogenation of ortho-nitrochalcones over Pd/C as a simple access to 2-substituted 1, 2, 3, 4-tetrahydroquinolines
Patti, Angela,Pedotti, Sonia
experimental part, p. 5607 - 5611 (2010/09/18)
The preparation of some 2-substituted-1, 2, 3, 4-tetrahydroquinoline has been achieved by the one-pot reductive intramolecular cyclization of ortho-nitrochalcones with gaseous hydrogen in the presence of a Pd/C catalyst and the best selectivity was observed using CH2Cl2 as solvent. The method is operationally simple and versatile since ortho-nitrocalchones are easily accessible by Claisen-Schmidt condensation of 2-nitrobenzaldehydes and enolizable ketones. Selected examples on structurally different substrates have been considered and a novel tetrahydroquinoline and a benzo[h]tetrahydroquinoline were prepared and characterised.
Efficient entry into 2-substituted tetrahydroquinoline systems through alkylative ring expansion: Stereoselective formal synthesis of (±)-martinellic acid
Ueda, Masafumi,Kawai, Sayuri,Hayashi, Masataka,Naito, Takeaki,Miyata, Okiko
experimental part, p. 914 - 921 (2010/06/16)
(Chemical Equation Presented) A new efficient synthesis of 2-substituted tetrahydroquinolines has been achieved by the domino reaction of N-indanyl(methoxy)amines, which consists of three types of reactions: elimination of an alcohol, the rearrangement of an aryl group, and the addition of an organolithium or magnesium reagent. The synthetic utility of this approach is demonstrated by the stereoselective formal synthesis of (±)- martinellic acid.
Tetrahydroquinoline-based selective estrogen receptor modulators (SERMs)
Wallace, Owen B.,Lauwers, Kenneth S.,Jones, Scott A.,Dodge, Jeffrey A.
, p. 1907 - 1910 (2007/10/03)
A new series of estrogen receptor ligands based on a 6-hydroxy-tetrahydroquinoline scaffold is described, in addition to their binding affinity and functional activity in MCF-7 cells. Several 1,2-disubstituted tetrahydroquinolines bearing a basic side cha
