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

Author(s): Guilhem Chaubet , Mathéo Berthet , Morgane Pasco , Guillaume Cazals , Aurélien Lebrun , Jean Martinez , Isabelle Parrot * .

Journal Name: Letters in Organic Chemistry

Volume 15 , Issue 12 , 2018

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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.

Keywords: Spirolactams, ring-contraction, heterocycles, homologous, cyclic compound, pyrrole.

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Article Details

VOLUME: 15
ISSUE: 12
Year: 2018
Page: [1046 - 1055]
Pages: 10
DOI: 10.2174/1570178615666180326160131
Price: $58

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