Diethylene Glycol Serving as Ethyne Equivalent: A Sustainable Approach toward 2,3-Disubstituted Furan

Diethylene Glycol Serving as Ethyne Equivalent: A Sustainable Approach toward 2,3-Disubstituted Furan

In the presence of tert-butyl peroxide (TBHP), the copper-catalyzed annulation of 1,3-dicarbonyl compound with diethylene glycol was developed leading to 2,3-disubstituted furan. Diethylene glycol serves as a cheap and environmentally friendly equivalent of ethyne, with the release of H2O and alcoho...

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Veröffentlicht in:Organic letters 2015-08, Vol.17 (15), p.3643-3645
Hauptverfasser: Yu, Jin-Tao, Shi, Bo, Peng, Haibo, Sun, Song, Chu, Haoke, Jiang, Yan, Cheng, Jiang
Format: Artikel
Sprache:eng
Schlagworte:
Acetylene - chemistry
Catalysis
Combinatorial Chemistry Techniques
Copper - chemistry
Ethylene Glycols - chemistry
Furans - chemical synthesis
Furans - chemistry
Molecular Structure
Peroxides - chemistry
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Zusammenfassung:In the presence of tert-butyl peroxide (TBHP), the copper-catalyzed annulation of 1,3-dicarbonyl compound with diethylene glycol was developed leading to 2,3-disubstituted furan. Diethylene glycol serves as a cheap and environmentally friendly equivalent of ethyne, with the release of H2O and alcohol as clean wastes. The procedure involves a sequential O- and C- functionalization of β-ketoester by diethylene glycol.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b01521