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Reaction engineering and photophysical studies of fully enriched C-vinyl-1,2,3-triazoles

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Abstract

For the first time, an enolate-mediated organocatalytic fluorogenic formal [3 + 2]-cycloaddition of (E)-1,4-diarylbut-3-en-1-ones and aryl azides is reported. The mild metal-free catalytic conditions of this reaction allowed us to synthesize a library of pure fluorescent coumarin-triazole dyes. It is an efficient formal [3 + 2]-cycloaddition for the synthesis of fully decorated C-vinyl-1,2,3-triazoles with excellent outcomes with reference to the rate, yield, selectivity, operation simplicity, substrate scope, and photophysical applications.

Graphical abstract: Reaction engineering and photophysical studies of fully enriched C-vinyl-1,2,3-triazoles

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Publication details

The article was received on 07 Jul 2019, accepted on 20 Aug 2019 and first published on 21 Aug 2019


Article type: Research Article
DOI: 10.1039/C9QO00864K
Org. Chem. Front., 2019, Advance Article

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    Reaction engineering and photophysical studies of fully enriched C-vinyl-1,2,3-triazoles

    G. Surendra Reddy and D. B. Ramachary, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00864K

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