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Abstract 2,4‐Di‐ and 2,4,7‐trisubstituted quinolines are readily synthesized in a regioselective fashion from acyl chlorides, terminal alkynes, and 2‐aminothiophenols by a consecutive, microwave‐assisted one‐pot three‐component Sonogashira coupling‐Michael addition–cyclocondensation sequence and following sulfur extrusion in moderate to good yields. The terminal sulfur extrusion step was studied by DFT computations. The absorption spectra of 2,4‐disubstituted quinolines can be rationalized by DFT‐ZINDO‐CI calculations and all derivatives show intense blue emission upon UV excitation.
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Rotzoll et al. (2010) studied this question.
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