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Fused Bis-lactams to Spirolactams: A New Member of the Family of Ring- Contraction Reaction
Journal article   Open access   Peer reviewed

Fused Bis-lactams to Spirolactams: A New Member of the Family of Ring- Contraction Reaction

Guilhem Chaubet, Mathéo Berthet, Morgane Pasco, Guillaume Cazals, Aurelien Lebrun, Jean Martinez and Isabelle Parrot
Letters in Organic Chemistry, Vol.15(12), pp.1046-1055
2018

Abstract

Spirolactams ring-contraction heterocycles
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
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