Solid-Phase Synthesis of Heterocycles with α-Haloketones as the Key Building Blocks

Veronika Fülöpová; Miroslav Soural

doi:10.1055/s-0035-1562519

Synthesis, Inhaltsverzeichnis

Synthesis 2016; 48(21): 3684-3695
DOI: 10.1055/s-0035-1562519

short review

Solid-Phase Synthesis of Heterocycles with α-Haloketones as the Key Building Blocks

Authors

Veronika Fülöpová

^aDepartment of Organic Chemistry, Faculty of Science, Palacký University, 771 46 Olomouc, Czech Republic
Miroslav Soural*

^aDepartment of Organic Chemistry, Faculty of Science, Palacký University, 771 46 Olomouc, Czech Republic

^bInstitute of Molecular and Translation Medicine, Faculty of Medicine and Dentistry, Palacký University, Hněvotínská 5, 779 00, Olomouc, Czech Republic eMail: e-mail_soural@orgchem.upol.cz

Abstract

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Abstract

This short review summarizes the use of α-haloketones in the preparation of various heterocycles with the application of solid-phase synthesis. A literature survey revealed that eighteen different five-to-seven membered scaffolds are accessible, including condensed heterocycles and bisheterocycles.

1 Introduction

2 Thiazoles: Path A

3 Thiazolo[2,3-b]quinazolines: Path A

4 Dihydroimidazo[2,1-b]thiazoles: Path A

5 Imidazo[1,2-a]pyrimidines: Path A

6 Benzodiazepinones: Path A

7 Benzothiadiazepine 1,1-Dioxides: Path A/B

8 Benzothiazine 1,1-Dioxides: Path B

9 Morpholines: Path B

10 Imidazoles: Path B

11 Thiophenes: Path A

12 Thiophenes: Path B

13 Pyridazinones: Path A

14 Pyrroles: Path A

15 Pyrroles: Path B

16 Piperazines: Path A

17 Oxazoles: Path B

18 Quinolines: Path B

19 Indazoles: Path C

20 Quinazolines: Path C

21 Indoles: Path C

22 Conclusion

Key words

α-haloketones - heterocycles - rearrangement - solid-phase synthesis - cyclization

Volltext

Referenzen

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