Friedländer Approach for the Incorporation of 6-Bromoquinoline into Novel Chelating Ligands
Organic Letters2003Vol. 5(13), pp. 2251–2253
Citations Over TimeTop 16% of 2003 papers
Abstract
Nitration of 3-bromobenzaldehyde followed by sodium dithionite reduction provides 5-bromo-2-aminobenzaldehyde, which undergoes the Friedländer condensation with a variety of enolizable ketones to afford bidentate and tridentate 6-bromoquinoline derivatives. These species may be dimerized with Ni(0) to form biquinolines or treated under Sonogashira conditions to afford 6-alkynyl derivatives. Examination of optical properties indicate an unusually high emission quantum yield for 6,6'-biquinolines. [structure: see text]
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