Expeditious microwave-assisted synthesis of 5-alkoxyoxazoles from α-triflyloxy esters and nitriles.

@article{Jouanno2012ExpeditiousMS,
  title={Expeditious microwave-assisted synthesis of 5-alkoxyoxazoles from α-triflyloxy esters and nitriles.},
  author={Laurie-Anne Jouanno and Cyrille Sabot and Pierre-Yves Renard},
  journal={The Journal of organic chemistry},
  year={2012},
  volume={77 19},
  pages={8549-55}
}
A rapid and general access to diversely substituted 5-alkoxyoxazoles 2 (i.e., R(1), R(2) = alkyl, phenyl) from easily accessible α-triflyloxy/hydroxy esters 1 and nitriles with good yields (41-76%) is reported. The versatility of the cyclization is shown for a range of substrates with high selectivity toward triflates over mesylates and proved to be compatible with sensitive functional groups. As an illustration of this transformation, the first synthesis of the recently isolated… CONTINUE READING