99763-22-1Relevant academic research and scientific papers
Synthesis of benzisoxazoles by the [3 + 2] cycloaddition of in situ generated nitrile oxides and arynes
Dubrovskiy, Anton V.,Larock, Richard C.
supporting information; experimental part, p. 1180 - 1183 (2010/05/02)
"Chemical Equation Presented" A variety of substituted benzisoxazoles has been prepared by the [3 + 2] cycloaddition of nitrile oxides and arynes. Both components, being highly reactive intermediates, have been generated in situ by fluoride anion from readily prepared aryne precursors and chlorooximes, The reaction scope is quite general, affording a novel, direct route to functionalized benzisoxazoles under mild reaction conditions
OXIDATIVE CYCLIZATION OF HALOBENZOPHENONE OXIMES TO 4,2'-IODONIA-3-PHENYL-1,2-BENZISOXAZOLE SALTS
Tolstaya, T. P.,Egorova, L. D.,Lisichkina, I. N.
, p. 392 - 396 (2007/10/02)
It is shown that the syn oximes of o-iodo- and o-, m-, and p-bromobenzophenones, under the influence of K2S2O8 in concentrated H2SO4, form the corresponding 3-aryl-1,2-benzisoxazoles as a result of oxidative cyclization. 3-(2-Iodophenyl)-1,2-benzisoxazole is oxidized by peracetic acid to the iodoso derivative which, upon heating in concentrated H2SO4, undergoes cyclization to the 4,2'-iodonia-3-phenyl-1,2-benzisoxazole cation.The iodide, bromide, and tetrafluoroborate of this cation were isolated.
