A rearrangement involving a solid-state melt reaction for the synthesis of multifunctional tetrasubstituted olefins

A new catalyst and solvent-free intramolecular rearrangement sequence leading towards benzimidazole tethered tetra substituted olefins through solid state melt reaction (SSMR) involving imine formation, cyclization, N-allylation and isomerization has been realized for the first time. We have also developed Distal Allyl Shift (DAS) where an allyl group migrates from first position to the fifth position of the molecule which is unprecedented. Interestingly, only water is the byproduct of this novel quadruple domino reaction. Furthermore, the reaction is highly stereoselective, atom economic and environmentally benign in nature.