Atom-Economical and Metal-Free Synthesis of Multisubstituted Furans from Intramolecular Aziridine Ring Opening

Multisubstituted furans were prepared from dialkyl 2-(aziridin-2-ylmethylene)­malonate and/or 1,3-dione through aziridine ring opening by the internal carbonyl oxygen with the assistance of BF3·OEt2, followed by aromatization. This synthetic method is free from any metal and is atom-economical with...

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Veröffentlicht in:ACS omega 2017-11, Vol.2 (11), p.7525-7531
Hauptverfasser: Yadav, Nagendra Nath, Jeong, Hyeonsu, Ha, Hyun-Joon
Format: Artikel
Sprache:eng
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Zusammenfassung:Multisubstituted furans were prepared from dialkyl 2-(aziridin-2-ylmethylene)­malonate and/or 1,3-dione through aziridine ring opening by the internal carbonyl oxygen with the assistance of BF3·OEt2, followed by aromatization. This synthetic method is free from any metal and is atom-economical with all of the atoms in the starting material retained in the final product.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.7b01542