Remarkably Efficient and Direct Route to Quinolines and Benzoazepines from the Condensation of Benzoxazinediones with Phosphonium Carbanion Salts |
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Authors: | Wafaa M. Abdou Azza A. Kamel |
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Affiliation: | 1. Pesticide Chemistry Department , National Research Centre, Dokki , Cairo, Egypt wabdou@intouch.com;3. Pesticide Chemistry Department , National Research Centre, Dokki , Cairo, Egypt |
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Abstract: | Treatment of 2H‐3,1‐benzoxazine‐2,4(1H)‐dione (1a) with vinyltriphenylphosphonium bromide (2a) gives substituted benzoazepine 8a (48% yield) and indolizinone 12 (27% yield), whereas substituted quinolinone 15 and benzoazepine 8b were isolated from the reaction of N‐methylisatoic anhydride (1b) and 2a. Furthermore, a series of quinoline derivatives was synthesized from the reactions of 1a and 1b with allyl‐(2b), alkyl‐(2c), (2d), and cyanomethyl‐(3) triphenylphosphonium salts. |
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Keywords: | benzoazepines isatoic anhydrides phosphorus carbanions quinolines spiro compounds |
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