Synthesis 2021; 53(15): 2545-2558
DOI: 10.1055/a-1463-4098
short review

Diorganyl Dichalcogenides and Copper/Iron Salts: Versatile Cyclization System To Achieve Carbo- and Heterocycles from Alkynes

Carla K. Jurinic
a   Programa de Pós-Graduação em Ambiente e Tecnologias Sustentáveis – PPGATS, Federal University of Fronteira Sul, Av. Jacob R. Haupenthal 1580, Cerro Largo, RS, 97900-000, Brazil
,
Andrei L. Belladona
b   Department of Chemistry, Federal University of Santa Maria, Av. Roraima 1000, Santa Maria, RS, 97105-900, Brazil
,
Ricardo F. Schumacher
b   Department of Chemistry, Federal University of Santa Maria, Av. Roraima 1000, Santa Maria, RS, 97105-900, Brazil
,
Benhur Godoi
a   Programa de Pós-Graduação em Ambiente e Tecnologias Sustentáveis – PPGATS, Federal University of Fronteira Sul, Av. Jacob R. Haupenthal 1580, Cerro Largo, RS, 97900-000, Brazil
› Author Affiliations
Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul (FAPERGS-PRONEM-16/2551-0000240-1 and FAPERGS 19/2551-0001947-5), and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq-Universal 428193/2018-8). This study was financed in part by the Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - Brazil (CAPES) - Finance Code 001.


Abstract

Organochalcogen-containing cyclic molecules have shown several promising pharmacological properties. Consequently, different strategies have been developed for their synthesis in the past few years. Particularly due to the low cost and environmental aspects, copper- and iron-promoted cyclization reactions of alkynyl substrates have been broadly and efficiently applied for this purpose. This short review presents an overview of the most recent advances in the synthesis of organochalcogen-containing carbo- and heterocycles by reacting diorganyl disulfides, diselenides, and ditellurides with alkyne derivatives in the presence of copper and iron salts to promote cyclization reactions.

1 Introduction

2 Synthesis of Carbo- and Heterocycles via Reactions of Alkynes with Diorganyl Dichalcogenides and Copper Salts

3 Synthesis of Carbo- and Heterocycles via Reactions of Alkynes with Diorganyl Dichalcogenides and Iron Salts

4 Conclusions



Publication History

Received: 06 February 2021

Accepted after revision: 24 March 2021

Accepted Manuscript online:
24 March 2021

Article published online:
26 April 2021

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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