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Synthesis of Fluorine‐Containing 3‐Aminocyclopent‐2‐enones via Intramolecular Cyclization
Author(s) -
Shaitanova Ele.,
Gerus Igor I.,
Balabon Olga A.,
Ivasyshyn Viktor E.,
Tarasenko Karen V.,
Daniliuc Constantin G.,
Haufe Günter
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001218
Subject(s) - chemistry , intramolecular force , fluorine , combinatorial chemistry , organic chemistry
An optimized protocol for the preparation of fluorine‐containing acyclic enones, which are promising building blocks for the preparation of a large variety of fluorinated compounds was developed. These enones easily react with secondary amines to form fluorine‐containing 3‐aminocyclopent‐2‐enones via 4‐amino‐2,3‐dihydrofuran‐2‐ols. The peculiar mechanism involving an intramolecular electrocyclization as a key step is proposed.