Mechanism of decarbalkoxylation of arylmethylene-propanedioic acid dimethyl esters
作者:Angela M. Bernard、Giovanni Cerioni、Pier Paolo Piras
DOI:10.1016/s0040-4020(01)90528-9
日期:1990.1
The decarbalkoxylation in DMSO-NaX-H2 O, of some arylmethylene propanedioic acid dimethyl esters is studied. Both the relative rates of the para (R = NO2, H, CH3, OCH3) and the ortho [R = H, OCH3 , OCH(CH3)2]substituted aryl derivatives, together with the stereochemical outcome, support a preliminary nucleophilic attack by water followed by decarbalkoxylative elimination.
研究了一些芳基亚甲基丙二酸二甲酯在DMSO-NaX-H 2 O中的脱碳烷氧基化反应。对位(R = NO 2,H,CH 3,OCH 3)和邻位[R = H,OCH 3,OCH(CH 3)2 ]取代的芳基衍生物的相对速率以及立体化学结果均支持用水引起的初步亲核攻击,然后进行脱羧烷氧基化消除。