Chromene chromium carbene complexes in the syntheses of naphthopyran and naphthopyrandione units present in photochromic materials and biologically active natural products.

@article{Rawat2006ChromeneCC,
  title={Chromene chromium carbene complexes in the syntheses of naphthopyran and naphthopyrandione units present in photochromic materials and biologically active natural products.},
  author={M. Rawat and V. Prutyanov and W. Wulff},
  journal={Journal of the American Chemical Society},
  year={2006},
  volume={128 34},
  pages={
          11044-53
        }
}
  • M. Rawat, V. Prutyanov, W. Wulff
  • Published 2006
  • Chemistry, Medicine
  • Journal of the American Chemical Society
  • The carbene complex 5-(2,2-dimethyl-2H-chromene)methoxylmethylene chromium pentacarbonyl will undergo a benzannulation reaction with phenylacetylene, 1-pentyne, 3-hexyne, and trimethylsilylacetylene to give 7-hydroxy-10-methoxy-3H-naphtho[2.1-b]pyrans as the primary product. These compounds are difficult to obtain pure due to their sensitivity to air. If the benzannulation reaction is performed in conjunction with protection of the phenol function at C-7, then good to excellent yields of 7… CONTINUE READING
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