Synthesis of Azoles Condensed with, or Linked to, Nitroxides

Balázs Bognár; Tamás Kálai; Gergely Gulyás-Fekete; Noémi Lazsányi; Kálmán Hideg

doi:10.1055/s-0034-1379958

Synthesis, Table of Contents

Synthesis 2015; 47(07): 985-991
DOI: 10.1055/s-0034-1379958

paper

Synthesis of Azoles Condensed with, or Linked to, Nitroxides

Balázs Bognár

^aInstitute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary

,

Tamás Kálai

^aInstitute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary

^bSzentágotai Research Centre, Ifjúság st. 20, 7624 Pécs, Hungary

,

Gergely Gulyás-Fekete

^cDepartment of Pharmacognosy, University of Pécs, Rókus st. 2, 7624 Pécs, Hungary Email: kalman.hideg@aok.pte.hu

,

Noémi Lazsányi

^aInstitute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary

,

Kálmán Hideg*

^aInstitute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary

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Abstract

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Dedicated to Prof. Sándor Antus on the occasion of his 70^th birthday

Abstract

Nitroxides connected to indoles, tetrazoles, or 1,3,4-oxadiazoles were synthesized by conventional and microwave-assisted cyclization reactions. New approaches to pyrrole-, pyrazole-, and triazole-annulated nitroxides are described. We showed that Diels–Alder reactions of the N-tert-butoxycarbonyl derivative of (4,4,6,6-tetramethyl-2,4,6,7-tetrahydro-5H-pyrrolo[3,4-c]pyridin-5-yl)oxidanyl gave polycyclic scaffolds condensed with a six-membered nitroxide.

Key words

azides - cyclizations - nitriles - pyrroles - free radicals

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References

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