MECHANISM OF DECARBALKOXYLATION OF ARYLMETHYLENE-PROPANEDIOIC ACID DIMETHYL ESTERS

DOI: 10.1016/S0040-4020(01)90528-9

Source and publish data:

Tetrahedron p. 3929 - 3940 (1990)

Update date:2022-08-17

Topics:

Authors:

Bernard, Angela M.

Cerioni, Giovanni

Piras, Pier Paolo

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Article abstract of DOI:10.1016/S0040-4020(01)90528-9

The decarbalkoxylation in DMSO-NaX-H2O, of some arylmethylene propanedioic acid dimethyl esters is studied.Both the relative rates of the para (R = NO2, H, CH3, OCH3) and the ortho substituted aryl derivatives, together with the stereochemical outcome, support a preliminary nucleophilic attack by water followed by decarboxylative elimination.

Full text of DOI:10.1016/S0040-4020(01)90528-9

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