Synthesis 2016; 48(21): 3684-3695
DOI: 10.1055/s-0035-1562519
short review
© Georg Thieme Verlag Stuttgart · New York

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

Veronika Fülöpová
a  Department of Organic Chemistry, Faculty of Science, Palacký University, 771 46 Olomouc, Czech Republic
,
Miroslav Soural*
a  Department of Organic Chemistry, Faculty of Science, Palacký University, 771 46 Olomouc, Czech Republic
b  Institute of Molecular and Translation Medicine, Faculty of Medicine and Dentistry, Palacký University, Hněvotínská 5, 779 00, Olomouc, Czech Republic   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 31 May 2016

Accepted after revision: 18 June 2016

Publication Date:
11 August 2016 (online)


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

 
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