ISOXAZOLINOISOQUINOLINE HETEROCYCLES VIA SOLID-PHASE REISSERT AND SUZUKI REACTIONS

@inproceedings{Lorsbach1998ISOXAZOLINOISOQUINOLINEHV,
  title={ISOXAZOLINOISOQUINOLINE HETEROCYCLES VIA SOLID-PHASE REISSERT AND SUZUKI REACTIONS},
  author={Beth A. Lorsbach and Jeffrey T. Bagdanoff and Robert B. Miller and Mark J Kurth},
  year={1998}
}
A traceless solid-phase synthesis strategy has been developed that delivers novel isoxazolinoisoquinoline heterocycles. The process consists of solid-phase Reissert formation (isoquinoline → I), Suzuki coupling lithiation, and subsequent C1-alkylation (I → II), and exo-olefin selective 1,3-dipolar nitrile oxide cycloaddition followed by Reissert hydrolysis (II → III) to liberate the targeted heterocycle.