posted on 2024-02-27, 17:28authored byJakkula Ramarao, Molugumati Rambabu, Surisetti Suresh
Herein
we demonstrate a novel organocatalytic method
to access
multifunctionalized naphthalenes via an NHC-catalyzed
reaction of ynones and o-formyl-tethered Michael
acceptors. The presented method proceeds through an intermolecular
Stetter reaction–cyclization–aromatization cascade and
represents a rare example of organocatalytic benzannulation for the
synthesis of substituted arenes by using ynone as a two-carbon synthon.
The current method has broad substrate scope; postsynthetic transformations
and gram-scale syntheses highlight the practicality of the displayed
methodology.