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Iodine‐Promoted Domino Reactions of 1‐Cyanocyclopropane 1‐Esters: A Straightforward Approach to Fully Substituted 2‐Aminofurans
Author(s) -
Ye Weijian,
Tan Chen,
Yao Juan,
Xue Shuwen,
Li Yang,
Wang Cunde
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500078
Subject(s) - chemistry , domino , iodine , intramolecular force , toluene , ring (chemistry) , cascade reaction , medicinal chemistry , reaction conditions , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
A straightforward and efficient iodine‐promoted ring‐opening/cyclization domino reaction of 1‐cyanocyclopropane 1‐esters for the synthesis of fully substituted 2‐aminofurans is reported. This reaction involves the sequential ring‐opening/intramolecular cyclization reaction of 1‐cyanocyclopropane 1‐esters to give the corresponding 2‐amino‐4,5‐dihydrofurans, which were oxidized with I 2 and Et 3 N in refluxing toluene to give the corresponding 2‐amino‐3‐furancarboxylates.