ChemInform Abstract: Synthesis of 4‐Hydroxy‐3‐quinolinecarboxylic Acid Derivatives by a Condensation/Cyclization Sequence Between o‐Isocyanobenzoates and Magnesium Enolates.

Abstract

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Copper-Catalyzed Chemoselective Cyclization Reaction of 2-Isocyanoacetophenone: Synthesis of 4-Hydroxyquinoline Compounds

“…It was seldom achieved when heteroatom and carbon atom nucleophiles coexist simultaneously. 13 It is desirable to control the chemoselective cyclization of isocyanides. In continuation of our interest in isocyanides reactions, 14 herein, we reported a copper-catalyzed cyclization reaction of 2-isocyanoacetophenone for the synthesis of 4-hydroxyquinoline derivatives chemsoselectively under mild conditions.…”

“…Chemical shifts (δ) were reported referenced to an internal tetramethylsilane standard or the C 2 D 6 OS residual peak (δ 2.50) for 1 H NMR. Chemical shifts of 13 C{ 1 H} NMR are reported relative to (CD 3 ) 2 SO (δ 39.52). Data are reported in the following order: chemical shift (δ) in ppm; multiplicities are indicated s (singlet), bs (broad singlet), d (doublet), t (triplet), m (multiplet); coupling constants (J) are in hertz (Hz).…”