One-pot three-component regioselective synthesis of C1-functionalised 3-arylbenzo[]quinoline

An efficient method for regioselective synthesis of C1-functionalised 3-arylbenzo[ f ]quinoline has been demonstrated via γ-selective aromatization using β-ketoester, 2-naphthylamine and aromatic aldehyde by employing 10 mol% camphorsulfonic acid as the catalyst in acetonitrile at 70 °C. In this approach, two C - C bond formations will result in functionalised benzo[ f ]quinoline in a one-pot three-component reaction. In addition, the present protocol has a diverse substrate scope with good yields. Furthermore, the protocol was directly utilised for the synthesis of alkyl 2-(3-(naphthalen-2-yl)benzo[ f ]quinolin-1-yl)acetate, allyl 2-(3-(heteroaromatic)benzo[ f ]quinolin-1-yl)acetate and functionalised 1,2,3-trisubstituted benzo[ f ]quinoline. An efficient method for regioselective synthesis of C1-functionalised 3-arylbenzo[ f ]quinoline has been demonstrated using β-ketoester, 2-naphthylamine and aromatic aldehyde by employing camphorsulfonic acid as the catalyst in acetonitrile at 70 °C.