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Synthesis of 8-hydroxyquinoline derivatives 3–10. Reagents and Conditions: (i) propargyl bromide, K2CO3, acetone, r.t., 24 h; (ii) 1. 2-bromoethanol or 3-bromo-1-propanol or 4-bromo-1-butanol, K2CO3, acetone, r.t., 24 h; 2. methanesulfonyl chloride or p-toluenesulfonyl chloride, Et3N, CH2Cl2; r.t., 3h; 3. NaN3, DMF, r.t., 24 h; (iii) 1-azido-2-bromoethane or 1-azido-3-bromopropane or 1-azido-4-bromobutane, K2CO3, acetone, 50 °C-r.t., 24 h.
