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Updated: Jul 12, 2025

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Direct Two Carbon Ring Expansion of 1-Indanones with Ynones: An Eco-Friendly, One-Flask Approach to Functionally
Alagesan Balasubramani1, Bilal Ahmad Ganaie1, Goverdhan Mehta1
1School of Chemistry, University of Hyderabad, Hyderabad 500 046, India.
Abstract:
Direct 2C-ring expansion of 1-indanones with ynones to 5H-benzo[7]annulenes has been observed, and its generality has been gauged (19 examples). Overall, this simple and convenient cascade process to 5H-benzo[7]annulenes involves engagement of 1-indanone with two ynone moieties with formation of three new C-C σ-bonds, cleavage of C-C σ-bond, and concurrent functionality amplification. The resulting seven-membered ring, laced with an opportunistic disposition of four proximal functional groups, offers avenues for their further productive interplay. Our new approach embraces many green and eco-friendly features.
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