Preparation of 3-(4-pyridinylamino)-1,2-benzisoxazoles via a nucleophilic aromatic substitution reaction

Article abstract of DOI:10.1016/0040-4039(95)02361-5

An efficient three step process for the preparation of secondary 3-amino-1,2-benzisoxazoles is described. The key step is the isomerization/cyclization of an ortho halo or nitro amidoxime. The nucleophilic substitution reaction is successful with a wide variety of substituents on the aromatic ring, including an electron donating substituent para to the site of attack.