Preparation of benzofuroxans and benzofurazans of 2,3,4,5‐tetrahydrobenzo[b] [1,4]dioxocin and related compounds

Abstract

Abstract The novel benzofuroxans 1d, 2 and benzofurazans 3,4 have been prepared in good yields. Nitration of 5c furnished the mononitro‐derivatives 6a and 6b in the unusually high relative ratio 6a:6b of 23:77. Direct nitration of 5c or 6a + 6b afforded the unexpected dinitro‐derivative 8b as the major product along with the isomeric 8a, 8c and 8d . Improvement in the yield of 5c (to 86%) is reported.