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We could not reproduce the result claimed by Barman et al. in ref. 11a. When the same substrate, o-hydroxyacetophenone ketoxime, was subjected to the reaction conditions described therein, a mixture of benzoxazole (68%), benzisooxazole (6%), and 2-hydroxy acetanilide (20%) were obtained within 2 hours. However, 2-hydroxyacetanilide, prepared separately, was converted only sluggishly to benzoxazole (47%) under the same reaction condition in 30 hours. Additionally, 3-chloro- and 3,5-dichloro-2-hydroxy acetophenone ketoxime resulted in a mixture of the corresponding benzoxazole (81% and 73%) and benzisooxazole (7% and 8%) respectively without any corresponding acetanilide.
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33744492767
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X-ray crystal structure analysis of 2e and 3i: atomic coordinates, bond lengths [Å] and angles [deg], anisotropic displacement parameters, hydrogen coordinates, torsion angles [deg] have been deposited at Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK, under deposition number CCDC 273870 for 2e, CCDC 273871 for 3i [fax: +44(1223)336033], E-mail: deposit@ccdc.cam.ac.uk). 1613-1624
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