Title:Fused Bis-lactams to Spirolactams: A New Member of the Family of Ring- Contraction Reaction
VOLUME: 15 ISSUE: 12
Author(s):Guilhem Chaubet, Mathéo Berthet, Morgane Pasco, Guillaume Cazals, Aurélien Lebrun, Jean Martinez and Isabelle Parrot *
Affiliation:Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5, Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5, Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5, Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5, Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5, Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5, Institut des Biomolecules Max Mousseron, IBMM UMR-5247 CNRS, Universite de Montpellier, ENSCM, CC 17-03, Pl. E. Bataillon, 34095 Montpellier, Cedex 5
Keywords:Spirolactams, ring-contraction, heterocycles, homologous, cyclic compound, pyrrole.
Abstract:A new ring contraction of fused bis-lactams into spirolactams is presented here. In the presence
of a triflate catalyst in various solvents under microwave irradiation, this rearrangement allows a
clean conversion of some fused bicycles into spirocycles with good yields. The interest of this work
thus lies in the use of activated 2,5-diketopiperazines as starting materials and demonstrates the wide
range of applications of ring contraction reactions.
