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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A rearrangement involving a solid-state melt reaction for the synthesis of multifunctional tetrasubstituted olefins
Manickam Bakthadoss1, Selvakumar Raman, Mohammad Mushaf
1Department of Chemistry, Pondicherry University, Pondicherry - 605 014, India. bhakthadoss@yahoo.com.
Abstract:
A catalyst- and solvent-free intramolecular rearrangement sequence leading towards benzimidazole-tethered tetrasubstituted olefins through a solid-state melt reaction (SSMR) involving imine formation, cyclization, N-allylation and isomerization has been realized for the first time. Interestingly, only water is the byproduct in this novel quadruple domino reaction. Furthermore, the reaction is highly stereoselective, atom economical and environmentally benign in nature.
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