Multicomponent All-Carbon Cascade and Sequential Annulation: Construction of Functionalized Decalins

The decalin skeleton is found in numerous bioactive molecules.The present study describes a multicomponent all-carbon cascade andsequential annulation involving benzoylacetonitrile derivatives and2-arylidene-1,3-indanediones that yields highly functionalized decalinderivatives. The reaction strategy consisted of a consecutive Michael/Michael/tautomerization/Michael/Aldolannulation sequence and involved organic amine catalysts, mild conditions,and high stereoselectivity. This strategy, using a one-pot approach,resulted in the construction of four C-C bonds and the formationof fused carbocyclic decalin derivatives.

Automated summary

The present study describes a multicomponent all-carbon cascade and sequential annulation reaction that produces highly functionalized decalin derivatives using benzoylacetonitrile derivatives and 2-arylidene-1,3-indanediones. The reaction strategy involves a consecutive Michael/Michael/tautomerization/Michael/Aldol annulation sequence with organic amine catalysts, mild conditions, and high stereoselectivity. This one-pot approach allows for the formation of four C-C bonds and the construction of fused carbocyclic decalin derivatives.