Synthesis of Fluoropyrrolidines and (Fluoroalkyl)pyrrolidines

Emmanuel Pfund; Thierry Lequeux

doi:10.1055/s-0036-1589078

Synthesis, Table of Contents

Synthesis 2017; 49(17): 3848-3862
DOI: 10.1055/s-0036-1589078

short review

Synthesis of Fluoropyrrolidines and (Fluoroalkyl)pyrrolidines

Authors

Emmanuel Pfund

Normandie University, Laboratoire de Chimie Moléculaire et Thioorganique UMR 6507, ENSICAEN, UNICAEN, CNRS, 6 Bd. du Maréchal Juin, 14050 Caen, France Email: thierry.lequeux@ensicaen.fr
Thierry Lequeux*

Normandie University, Laboratoire de Chimie Moléculaire et Thioorganique UMR 6507, ENSICAEN, UNICAEN, CNRS, 6 Bd. du Maréchal Juin, 14050 Caen, France Email: thierry.lequeux@ensicaen.fr

Abstract

All articles of this category

To Professor Kenji Uneyama and Professor Donald J. Burton for their great contribution to fluoroorganic chemistry

Abstract

Pyrrolidines and their derivatives are of great interest in medicinal chemistry and organic synthesis. Fluoropyrrolidines and (fluoroalkyl)pyrrolidines have been utilized in the preparation of medicinal drugs and also as organocatalysts. The synthesis of such compounds is achieved through the fluorination of pyrrolidine derivatives or by multistep synthesis from already containing fluoroalkyl precursors.

1 Introduction

1.1 General Interest of Fluorine-Containing Pyrrolidines

1.2 Fluoroalkylpyrrolidines and the Gauche Effect

2 Fluoropyrrolidines

2.1 3-Fluoropyrrolidines

2.2 3,3- and 3,4-Difluoropyrrolidines

2.3 3,3,4-Trifluoropyrrolidines

2.4 3,3,4,4-Tetrafluoropyrrolidines

3 (Difluoromethyl)- and (Trifluoromethyl)pyrrolidines

3.1 2-(Trifluoromethyl)pyrrolidines

3.2 3- and 4-(Trifluoromethyl)pyrrolidines

3.3 2-(Difluoromethyl)pyrrolidines

3.4 3- and 4-(Difluoromethyl)pyrrolidines

4 (Monofluoroalkyl)pyrrolidines

4.1 2-(Monofluoromethyl)pyrrolidines

4.2 2-(Monofluoroalkyl)pyrrolidines

4.3 2-(Monofluoroalkenyl)pyrrolidines

5 Conclusion

Key words

pyrrolidine - proline - monofluoroalkenes - fluoropyrrolidine - trifluoromethyl - difluoromethyl

Full Text

References

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