Nitrile Oxide Cycloaddition Chemistry Using Benzotriazole as a Steric Auxiliary Academic Article uri icon

abstract

  • The relatively hindered 2,2-bis(benzotriazol-1-yl)acetonitrile oxide was prepared in situ from the precursor hydroximinoyl chloride, and was allowed to react with dipolarophiles to give rise to several isoxazoles. The benzotriazole substituents acted as steric auxiliaries to prevent unwanted dimerization of the nitrile oxide to the furoxan by-product.

publication date

  • 2005