1,3-dipolar cycloaddition chemistry for the preparation of novel indolizinone-based compounds.

@article{Mmutlane200513dipolarCC,
  title={1,3-dipolar cycloaddition chemistry for the preparation of novel indolizinone-based compounds.},
  author={Edwin M Mmutlane and J Milton Harris and Albert Padwa},
  journal={The Journal of organic chemistry},
  year={2005},
  volume={70 20},
  pages={8055-63}
}
[Chemical reaction: See text] Starting from methyl 5-oxo-6-trifluoromethanesulfonyloxy-1,2,3,5-tetrahydroindolizine-8-carboxylate, obtained by a Rh(II)-catalyzed 1,3-dipolar cycloaddition reaction of 1-(2-benzenesulfonyl-2-diazoacetyl)pyrrolidin-2-one and methyl acrylate, several indolo- and furano-fused indolizinones were efficiently prepared. In the first case, a palladium-mediated C-N coupling of the triflate with a variety of substituted anilines provided the desired methyl 5-oxo-6… CONTINUE READING
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