Rhodium(III)-catalyzed isoquinolone synthesis: The N-O bond as a handle for C-N bond formation and catalyst turnover

  • Guimond N
  • Gouliaras C
  • Fagnou K
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Abstract

An external-oxidant-free process to access the isoquinolone motif via cross-coupling/cyclization of benzhydroxamic acid with alkynes is described. The reaction features a regioselective cleavage of a C?H bond on the benzhydroxamic acid coupling partner as well as a regioselective alkyne insertion. Mechanistic studies point out the important involvement of a N?O bond as a tool for C?N bond formation and catalyst turnover.

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Authors

  • Nicolas Guimond

  • Christina Gouliaras

  • Keith Fagnou

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