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Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes

Authors :
Muneer-ul-Shafi Bhat
Bhahwal Ali Shah
Masood Ahmad Rizvi
Shaista Sultan
Source :
The Journal of organic chemistry. 84(14)
Publication Year :
2019

Abstract

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.

Details

ISSN :
15206904
Volume :
84
Issue :
14
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....44f077f577e40a4cf313ae7ba108acc4