Iodine‐Promoted Domino Reactions of 1‐Cyanocyclopropane 1‐Esters: A Straightforward Approach to Fully Substituted 2‐Aminofurans | Zendy

Ye Weijian | Zendy; Tan Chen | Zendy; Yao Juan | Zendy; Xue Shuwen | Zendy; Li Yang | Zendy; Wang Cunde | Zendy

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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.

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