Abstract
The reaction of 2-phenyl-5-(4H)-oxazolone 1 and its 4-benzylidene derivative 2 with oxovinylidenetriphenylphosphorane 3 afforded 2-phenylfuro [3,2-d] [1,3]oxazol-5-(6H)-one 6 and 2,7-diphenyl-5H-pyrano[3,2-d][1,3]oxazol-5-one 7 along with triphenylphosphine. Alternatively, when 2-phenyl-5-(4H)-oxazolone 1 reacts with phosphorus ylides 4a–f the corresponding new phosphorane, the cyclic and/or the olefinic adducts were obtained. Moreover, oxazolone reacts with N-(triphenylphosphoranylidene)aniline 5 to give the new imino product 14 together with triphenylphosphine oxide. Possible reaction mechanisms are considered and the structural assignments are based on analytical and spectroscopic results. Biological evaluations of the new products are also studied.
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