So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Ren, Lei; Lei, Tao; Ye, Jia-Xi; Gong, Liu-Zhu researched the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ).Electric Literature of C7H6ClNO.They published the article 《Step-Economical Synthesis of Tetrahydroquinolines by Asymmetric Relay Catalytic Friedlaender Condensation/Transfer Hydrogenation》 about this compound( cas:20028-53-9 ) in Angewandte Chemie, International Edition. Keywords: diastereoselective enantioselective synthesis hydroquinoline catalytic Friedlander condensation transfer hydrogenation; chiral Bronsted achiral Lewis acid catalyst stereoselective synthesis hydroquinoline. We’ll tell you more about this compound (cas:20028-53-9).
The title relay reaction relies on a combination of an achiral Lewis acid and a chiral Bronsted acid (BINOL phosphoric acid diester). This one-pot method provides access to tetrahydroquinoline derivatives with multiple contiguous stereocenters in high stereoselectivity (>20:1 dr, 98% ee).
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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem