Microwave and Classical Activation of Solvent-Free Reactions of NIsopropyl Arylidene Amines with Alkyl Cyanoacetates

Ludovic      Paquin; Loic      Toupet; Jack      Hamelin; Francoise      Texier-Boullet

doi:10.2174/1570178054038786

Abstract

Neat imine 1a with alkylcyanoacetate 2 leads to new cyclohexenes by Michael-Michael initiated ring closure reaction at RT or under classical heating. Surprisingly, this cyclohexene is not formed under microwave. This is the first example of a reaction working under classical activation and not under microwaves. A mechanism and an explanation are proposed.

Keywords: physical organic chemistry, solvent-free reactions, non thermal microwave effect, cyclohexenes, electrophilic alkenes

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Letters in Organic Chemistry

Title: Microwave and Classical Activation of Solvent-Free Reactions of NIsopropyl Arylidene Amines with Alkyl Cyanoacetates

Volume: 2 Issue: 4

Author(s): Ludovic Paquin, Loic Toupet, Jack Hamelin and Francoise Texier-Boullet

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Keywords: physical organic chemistry, solvent-free reactions, non thermal microwave effect, cyclohexenes, electrophilic alkenes

Abstract: Neat imine 1a with alkylcyanoacetate 2 leads to new cyclohexenes by Michael-Michael initiated ring closure reaction at RT or under classical heating. Surprisingly, this cyclohexene is not formed under microwave. This is the first example of a reaction working under classical activation and not under microwaves. A mechanism and an explanation are proposed.

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Paquin Ludovic, Toupet Loic, Hamelin Jack and Texier-Boullet Francoise, Microwave and Classical Activation of Solvent-Free Reactions of NIsopropyl Arylidene Amines with Alkyl Cyanoacetates, Letters in Organic Chemistry 2005; 2 (4) . https://dx.doi.org/10.2174/1570178054038786