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Synthesis 1988; 1988(1): 81-84
DOI: 10.1055/s-1988-27474
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The Chemistry of 2H-3,1-Benzoxazine-2,4(1H)-dione (Isatoic Anhydride). 201. Synthesis and Wittig Reactions of Dimethyl (4-Oxo-1,4-dihydro-Quinolin-2-yl)methanephosphonates

Gary M. Coppola*
  • *Sandoz Research Institute, Chemistry Preclinical Research Department, Sandoz Pharmaceuticals Corporation, Route 10, East Hanover, NJ 07936, USA
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Publication Date:
12 September 2002 (online)

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Isatoic anhydrides react with dilithiated 2-oxoalkanephosphonates to give dimethyl (4-oxo-1,4-dihydroquinolin-2-yl)methanephosphonates 5. These phosphonates undergo a Horner reaction with aldehydes to produce 2-(1-alkenyl)-4(1H)- quinolinones 10 in good yields.