A series of phthalic anhydrides underwent a 1,3-dipolar cycloaddition reaction with N-benzylazomethine ylide to produce unstable spiro(isobenzofuran-1,5′-oxazolidin)-3-ones, which underwent a subsequent reductive ring-opening reaction to afford 1(3H)-isobenzofuranones.
1,3-Dipolar Cycloaddition Reactions of Phthalic Anhydrides with an Azomethine Ylide. -The title process gives cycloadducts of limited stability that decompose at ambient temperature. The crude products are subsequently reduced to the corresponding isobenzofurans (IV). -(SANTOS, H.; DISTILLER, A.; D'SOUZA, A. M.; ARNOUX, Q.; WHITE, J. M.; MEYER*, A. G.; RYAN, J. H.; Org. Chem. Front. 2 (2015) 6, 705-712, http://dx.
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