Synthesis of Fluorine-Containing 3-Aminocyclopent-2-enones via Intramolecular Cyclization

被引：1

作者：

Shaitanova, Elena N. ^{[1
]}

Gerus, Igor I. ^{[1
]}

Balabon, Olga A. ^{[1
]}

Ivasyshyn, Viktor E. ^{[1
]}

Tarasenko, Karen V. ^{[1
]}

Daniliuc, Constantin G. ^{[2
]}

Haufe, Guenter ^{[2
,3
]}

机构：

[1] Natl Acad Sci Ukraine, Dept Fine Organ Synth, VP Kukhar Inst Bioorgan Chem & Petrochem, Murmanska Str 1, UA-02094 Kiev, Ukraine

[2] Westfalische Wilhelms Univ Munster, Organ Chem Inst, Corrensstr 40, D-48149 Munster, Germany

[3] Westfalische Wilhelms Univ Munster, Cells In Mot Cluster Excellence, Waldeyerstr 15, D-48149 Munster, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 46期

关键词：

Cyclization; Enones; Fluorine; Halogenation; Rearrangement; CONVENIENT ROUTE; BETA-ALKOXYVINYL; KETONES; CYCLOPENTENONE; INSIGHTS;

D O I：

10.1002/ejoc.202001218

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：7156 / 7163

页数：8

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