Synthesis 2015; 47(07): 985-991
DOI: 10.1055/s-0034-1379958
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Azoles Condensed with, or Linked to, Nitroxides

Balázs Bognár
a   Institute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary
,
Tamás Kálai
a   Institute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary
b   Szentágotai Research Centre, Ifjúság st. 20, 7624 Pécs, Hungary
,
Gergely Gulyás-Fekete
c   Department of Pharmacognosy, University of Pécs, Rókus st. 2, 7624 Pécs, Hungary   Email: kalman.hideg@aok.pte.hu
,
Noémi Lazsányi
a   Institute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary
,
Kálmán Hideg*
a   Institute of Organic and Medicinal Chemistry, University of Pécs, Szigeti st. 12, 7624 Pécs, Hungary
› Author Affiliations
Further Information

Publication History

Received: 29 July 2014

Accepted after revision: 06 December 2014

Publication Date:
28 January 2015 (online)


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

Supporting Information

 
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