Publisher： John Wiley & Sons Inc
E-ISSN： 1615-4169|357|7|1453-1462
ISSN： 1615-4150
Source： ADVANCED SYNTHESIS & CATALYSIS, Vol.357, Iss.7, 2015-05, pp. : 1453-1462
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Abstract
AbstractMulticomponent reactions of phosphines, enynedioates and cinnamaldimines generated 3‐phosphorus ylide γ‐lactams having a 1,3,5‐hexatriene moiety with low activation energy barrier for 6π electrocyclization, through initial formation of 1,3‐dipoles from the α(δ′)‐Michael addition of phosphines to enynedioates. The reactive 1,3‐dipoles underwent addition to cinnamaldimines, lactamization, 6π electrocyclization and oxidation to give 3‐phosphorus ylide oxindoles as platform molecules toward isatins and isoxazolinones. The key step, 6π electrocyclization, was further examined by a kinetic and a computational study.
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