Tetrahedron

Haval–Argade contrathermodynamic rearrangement of alkylidenesuccinimides to alkylmaleimides via the corresponding isoimides: a general approach to alkyl and …

KP Haval, NP Argade

Index: Haval, Kishan P.; Argade, Narshinha P. Tetrahedron, 2006 , vol. 62, # 15 p. 3557 - 3563

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Citation Number: 19

Abstract

A simple and efficient access to alkyl and dialkyl substituted maleimides has been demonstrated via the new contrathermodynamic rearrangement of (E)- alkylidenesuccinimides to alkylmaleimides. The (E)-alkylidenesuccinimides obtained from the Wittig-condensation of N-arylmaleimide with aliphatic aldehydes on regioselective hydrolysis furnished the corresponding (E)-alkylidenesuccinanilic acids in 95–98% yields. ...