Synthesis 2020; 52(14): 2008-2016
DOI: 10.1055/s-0039-1690890
short review
© Georg Thieme Verlag Stuttgart · New York

Brominated β-Alkoxyvinyl Trihalomethyl Ketones as Promising Synthons in Heterocyclic Synthesis

Núcleo de Química de Heterociclos (NUQUIMHE), Universidade Federal de Santa Maria, Santa Maria, RS, 97105-900, Brazil   Email: [email protected]   Email: [email protected]
,
Helio G. Bonacorso
,
Marcos A. P. Martins
,
› Author Affiliations
The authors are grateful for financial support from the Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul (FAPERGS/CNPq – PRONEX, Grant No. 16/2551-0000477-3) and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq, Grant No. 407898/2018-2).
Further Information

Publication History

Received: 11 February 2020

Accepted after revision: 16 March 2020

Publication Date:
14 April 2020 (online)


Abstract

5-Bromo- and 5,5-dibromo-1,1,1-trihalo-4-methoxypent-3-en-2-ones (brominated enones) have proven to be attractive building blocks for the construction of heterocyclic and polyheterocyclic compounds bearing a trihalomethyl moiety through interesting cyclocondensation, alkylation, and cycloaddition reactions. This review compiles all of the reactions conducted with these brominated enones since they were first disclosed in 2001.

1 Introduction

2 Synthesis and Initial Applications

3 Synthesis Using First-Generation Intermediates

4 Synthesis Using Second-Generation Intermediates

5 Synthesis Using Third-Generation Intermediates

6 Conclusions

 
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