jo9b00855_si_001.pdf (3.34 MB)
Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes
journal contributionposted on 2019-06-17, 00:00 authored by Shaista Sultan, Muneer-ul-Shafi Bhat, Masood Ahmad Rizvi, Bhahwal Ali Shah
A single-step synthesis of 4-hydroxy-functionalized bi-aryl and aryl/alkyl ketones via oxidative coupling of terminal alkynes with benzoquinones is reported. Furthermore, with naphthoquinones, owing to the cross-resonance of carbonyl with the aromatic ring, alkene–alkyne cycloaddition is more favored to give four-membered carbocyclic adducts, thereby precluding the requirement of preactivated alkynes.