Novel sulfur-to-nitrogen migration of ethenylmethyl moiety in benz[d]oxazole system via internal radical capture

摘要

2-Ethenylmethylthiobenz[d] oxazoles 9 - 11, on heating at high temperature in bromobenzene, underwent migration of ethenylmethyl moieties without rearrangement from sulfur to nitrogen in an internal radical capture pathway, instead of [ 3,3]- sigmatropic change, to furnish 3-ethenylmethylbenz[ d] oxazole-2( 3H)-thiones 13 - 15.