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Atom-Economical and Metal-Free Synthesis of Multisubstituted Furans from Intramolecular Aziridine Ring Opening
Author(s) -
Nagendra Nath Yadav,
Hyeonsu Jeong,
HyunJoon Ha
Publication year - 2017
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.7b01542
Subject(s) - aziridine , intramolecular force , aromatization , ring (chemistry) , chemistry , malonate , oxygen atom , atom (system on chip) , metal , combinatorial chemistry , medicinal chemistry , polymer chemistry , organic chemistry , molecule , catalysis , computer science , embedded system
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 BF 3 ·OEt 2 , 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.

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