NHC–gold(I) catalysed [4 + 2] cycloaddition–acyclic addition of dialkyl substituted propargylic esters with 1,3-diphenylisobenzofuran: synthesis of novel benzo[c]fluorenols and substituted dienes

@inproceedings{Kotikalapudi2014NHCgoldIC,
  title={NHC–gold(I) catalysed [4 + 2] cycloaddition–acyclic addition of dialkyl substituted propargylic esters with 1,3-diphenylisobenzofuran: synthesis of novel benzo[c]fluorenols and substituted dienes},
  author={Ramesh Kotikalapudi and A. Leela Siva Kumari and K C Kumara Swamy},
  year={2014}
}
A gold carbene complex [IPrAuCl/AgSbF6] catalysed novel cycloaddition of propargylic esters with 1,3-diphenylisobenzofuran is reported. A [4 + 2] cycloaddition followed by sequential aromatic allylation leading to pentannulation with the expulsion of benzoic acid, then 1,2-phenyl migration coupled with ring opening and aromatisation leading to a new class of benzofluorenols, is discovered. This process involves facile multiple C–C bond formation. An accompanying second pathway involving the… CONTINUE READING

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