A chiral phosphoric acid-catalyzed Paal–Knorr reaction was achieved for constructing axially chiral pyrrolyl(aza)quinolinones with ‘6–5’-membered rings as a new family member of N–N atropisomers.
A detailed theoretical mechanistic investigation on the enantiodivergence of chiral phosphoric acid-catalyzed Paal–Knorr reactions with/without a Lewis acid for the synthesis of N–N axially chiral atropisomers is described.
Asymmetric synthesis of functionalized nitrogen-containing compounds via the direct condensation of amines with carbonyls, focusing on the desymmetrization or dynamic kinetic resolution, the de novo cycloaromatization and the Heyns rearrangement.
A CPA-catalyzed Paal–Knorr reaction of 3-aminoindolizines and 1,4-diketones was described, achieving new five/five-membered indolizinylpyrrole atropisomers.
Herein, we present an enantioselective synthesis of N-aminoindoles bearing a N–N axis via chiral isothiourea catalyzed asymmetric N-acylation. Notably, some of the products exhibited promising cytotoxicity activities against some cancer cell lines.