A theoretical and experimental study to unequivocal structural assignment of tetrahydroquinoline derivatives

Study and application of graphene oxide in the synthesis of 2,3-disubstituted quinolinesviaa Povarov multicomponent reaction and subsequent oxidation

“…The stereochemistry of the products was determined by the combined use of the coupling constant and literature data. 57 …”

“…The stereochemistry of the products was determined by the combined use of the coupling constant and literature data. 57 Proofs of a genuine GO catalysis were gained via dedicated control experiments. The background reaction was not productive (entry 19), while the potential co-catalysis promoted by the metal contamination of GO (i.e.…”

Progress in the Chemistry of Tetrahydroquinolines

“…For instance, 25 mol% of GdCl 3 triggered the three-component reaction to deliver excellent yields of the corresponding THQs 516 and 517 with good diastereoselectivity (Scheme ). In addition, Sc­(OTf) 3 , BF 3 ·OEt 2 , NbCl 5 , , Sm­(OTf) 3 , ceric ammonium nitrate (CAN), CeCl 3 ·7H 2 O/NaI, and Al­(OTf) 3 were also employed as catalysts for the same reaction. This chemistry was applied to the synthesis of hexahydro 2 H -pyrano­[3,2- c ]­quinolines as selective σ 1 receptor ligands .…”

Integrating multicomponent flow synthesis and computational approaches for the generation of a tetrahydroquinoline compound based library

“…4). 22 Thus, in the case of cis furano derivatives 4a, 12a-17a, H-4 showed a small coupling constant (δ = 4.6-4.8 ppm, d, J H-4/H-3a = 2-4 Hz) typical for a cis orientation, while the proton H-9b appeared as a doublet (δ = 5.1-5.3 ppm, d, J H-9b/H-3a = 7-9 Hz) (Fig. 4).…”