Letters in Organic Chemistry

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

DOI: 10.2174/1570178054038786

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

Page: [334 - 339] Pages: 6

  • * (Excluding Mailing and Handling)

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