The Povarov Reaction: A Versatile Method to Synthesize Tetrahydroquinolines, Quinolines and Julolidines

Walysson Ferreira de Paiva; Yuri de Freitas Rego; Ângelo de Fátima; Sergio Antonio Fernandes

doi:10.1055/a-1794-8355

Synthesis, Table of Contents

Synthesis 2022; 54(14): 3162-3179
DOI: 10.1055/a-1794-8355

short review

The Povarov Reaction: A Versatile Method to Synthesize Tetrahydroquinolines, Quinolines and Julolidines

Walysson Ferreira de Paiva

^aDepartamento de Química, CCE, Universidade Federal de Viçosa, Viçosa, MG, 36570-900, Brazil

,

Yuri de Freitas Rego

^bDepartamento de Química, ICEx, Universidade Federal de Minas Gerais, Belo Horizonte, MG, 31270-901, Brazil

,

Ângelo de Fátima∗

^bDepartamento de Química, ICEx, Universidade Federal de Minas Gerais, Belo Horizonte, MG, 31270-901, Brazil

,

Sergio Antonio Fernandes∗

^aDepartamento de Química, CCE, Universidade Federal de Viçosa, Viçosa, MG, 36570-900, Brazil

› Author Affiliations

Abstract

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Abstract

The multicomponent Povarov reaction represents a powerful approach for the construction of substances containing N-heterocyclic frameworks. By using the Povarov reaction, in addition to accessing tetrahydroquinolines, quinolines and julolidines in a single step, it is possible to form the following new bonds: two Csp ³–Csp ³ and one Csp ³–Nsp ³, two Csp ²–Csp ² and one Csp ²–Nsp ², and four Csp ³–Csp ³ and two Csp ³–Nsp ¹, respectively. This short review discusses the main features of the Povarov reaction, including its mechanism, the reaction scope by employing different catalysts and substrates, as well as stereoselective versions.

1 Introduction

2 Mechanism of the Povarov Reaction

3 Tetrahydroquinolines

4 Quinolines

5 Julolidines

6 Concluding Remarks

Key-words

multicomponent reactions - N-heterocyclic compounds - reaction mechanism - catalysis

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References

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