122059-85-2Relevant academic research and scientific papers
Inverse electron demand Diels-Alder reactions of heterodienes catalyzed by potassium hydrogen sulfate: Diastereoselective, one-pot synthesis of pyranobenzopyrans, furanobenzopyrans and tetrahydroquinolines derivatives
Kumar, R. Senthil,Nagarajan, Rajagopal,Perumal, Paramasivan T.
, p. 949 - 959 (2004)
Potassium hydrogen sulfate catalyzes the one-pot three components coupling of aldehydes, anilines, and electron rich dienophiles such as dihydropyran, dihydrofuran, ethyl vinylether, and cyclopentadiene. With o-hydroxybenzaldehyde, the reaction probably p
Urea nitrate catalyzed imino Diels-Alder reactions: Synthesis of cyclopentaquinolines, pyranoquinolines, and furoquinoline derivatives
Anniyappan, Marimuthu,Nagarajan, Rajagopal,Perumal, Paramasivan T.
, p. 99 - 103 (2002)
Urea nitrate is found to be an efficient catalyst for the imino Diels-Alder reaction of aldimines with cyclopentadiene, 3,4-dihydropyran and dihydrofuran is reported for the first time. One pot synthesis of cyclopentaquinolines from benzaldehyde, aromatic
Structure–Activity Relationships of Hexahydrocyclopenta[c]quinoline Derivatives as Allosteric Inhibitors of CDK2 and EGFR
Carlino, Luca,Christodoulou, Michael S.,Restelli, Valentina,Caporuscio, Fabiana,Foschi, Francesca,Semrau, Marta S.,Costanzi, Elisa,Tinivella, Annachiara,Pinzi, Luca,Lo Presti, Leonardo,Battistutta, Roberto,Storici, Paola,Broggini, Massimo,Passarella, Daniele,Rastelli, Giulio
, p. 2627 - 2634 (2018)
Following the discovery of a type III allosteric modulator of cyclin-dependent kinase 2 (CDK2) characterized by a hexahydrocyclopenta[c]quinolone scaffold, three different series of its derivatives were synthesized and biologically evaluated. Docking of t
N-Trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline ozonides
Tolstikov,Savchenko,Nedopekin,Afon'Kina,Lukina,Odinokov
, p. 160 - 167 (2011)
A three-component condensation of aromatic amine, aldehyde, and cyclopentadiene with subsequent N-trifluoroacetylation leads to 4- and 4,8-substituted N-trifluoroacetyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c] quinolines. Ozonation of the double bond in the latter produced the corresponding isomeric stable ozonides having (1R*,4S*,5aR*, 6S*,11bR*)-configuration and differing in inversion at the carboxamide nitrogen atom.
Indium trichIoride (InCl3)catalyzed imino Diels-Alder reactions: An efficient synthesis of cyclopentaquinolines, azabicyclooctanones and azabicyclononanones
Babu, Govindarajulu,Perumal, Paramasivan T.
, p. 1627 - 1638 (1998)
Anhydrous indium trichloride (InCl3) is found to catalyze the imino Diels-Alder reactions of Schiff's bases with cyclopentadiene, cyclohexen-2-one and cyclohepten-2-one which resulted in facile synthesis of cyclopentaquinolines, azabicyclooctanones and previously unreported series of azabicyclononanones.
Expanding the tetrahydroquinoline pharmacophore
Goli, Navya,Mainkar, Prathama S.,Ummanni, Ramesh,Kotapalli, Sudha Sravanti,Chandrasekhar, Srivari,K, Tejaswini,Ummanni, Ramesh,Chandrasekhar, Srivari
, p. 1714 - 1720 (2017)
Tetrahydroquinoline is a privileged scaffold with a large number of biological applications. The tetrahydroquinoline pharmacophore has been expanded to yield 34 compounds. Biological screening of these compounds led to the identification of tetrahydroquin
Imino Diels-Alder reactions catalyzed by oxalic acid dihydrate. Synthesis of Tetrahydroquinoline derivatives
Nagarajan,Perumal
, p. 1733 - 1736 (2001)
Oxalic acid dihydrate is found to catalyze the Imino Diels-Alder reaction of schiff bases derived from substituted anilines with cyclopentadiene, results in the formation of Tetrahydroquinoline derivatives in moderate yields.
From nitrobenzenes to substituted tetrahydroquinolines in a single step by a domino reduction/imine formation/aza-diels-alder reaction
Imrich, Hans-Georg,Conrad, Jürgen,Bubrin, Denis,Beifuss, Uwe
, p. 2319 - 2332 (2015)
The three-component reaction between a nitrobenzene, an aldehyde, and a dienophile in the presence of iron powder as a reductant and montmorillonite K10 as a catalyst in aqueous citric acid delivers the products of an aza-Diels-Alder (Povarov) reaction with high endo-selectivity and yields up to 99%.
Natural product inspired diversity oriented synthesis of tetrahydroquinoline scaffolds as antitubercular agent
Kumar, Atul,Srivastava, Suman,Gupta, Garima,Chaturvedi, Vinita,Sinha, Sudhir,Srivastava
experimental part, p. 65 - 71 (2011/04/15)
An efficient natural product inspired diversity oriented syn thesis of tetrahydroquinoline analogues has been developed using the natural carbohydrate derived solid acid catalyst via multicomponent aza-Diels-Alder reaction of imine (generated in situ from
Recyclable polymeric π-acid catalyst effective in aqueous and solvent-free inverse-electron-demand aza-Diels-Alder reactions
Masaki, Yukio,Yamada, Tomoyasu,Kawai, Hyouei,Itoh, Akichika,Arai, Yoshitsugu,Furukawa, Hiroshi
, p. 288 - 290 (2007/10/03)
A polymer-supported π-acid (poly-DCKA-1) was found to be a highly efficient and recyclable catalyst in two- and three-component inverse-electron-demand aza-Diels-Alder reactions at room temperature not only in water but also under solvent-free conditions.
