SRIBS – Srinivasa Ramanujan Institute for Basic Sciences

Dupud, R., Thushara, R., Merugu, K. K., Suresh, C. H., & Ramesh, R. (2024). Radical Cascade Annulation of Biphenyl Acrylamides to Dibenzoazepinones: Experimental and DFT Studies. European Journal of Organic Chemistry.

https://doi.org/10.1002/ejoc.202400450.

Abstract
An efficient method for the conversion of biphenyl acrylamides to dibenzoazepinones with −SCF3 incorporation is described. This operationally simple radical cascade reaction employs CAN as an oxidant and exhibits good functional group tolerance. Substrates featuring −OCH3, −CH3, −Br or −Cl at the para-position of the aromatic ring exhibits a preference for an ipso-cyclization due to the intervention of DMSO in the reaction. Density functional theory (DFT) calculations provide valuable insights into the reaction’s energetics and product selectivity.

biphenyl acrylamides

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