
Tetrahedron p. 1517 - 1522 (1984)
Update date:2022-08-05
Topics:
Prager, Rolf H.
Schiesser, Carl H.
The decarboxylation of phthalide-3-carboxylic acid (3-oxo-1,3-dihydroisobenzofuran-1-carboxylic acid) has been studied in the melt, in dimethylsulfoxide, and in the presence of aromatic aldehydes.The latter are efficiently trapped to produce mixtures of 3-arylidene-phthalides and 3-(arylhydroxymethyl)phthalides.Kinetic and other evidence supports the proposal that this reaction occurs in a tight cyclic transition state.
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