Letter

Synthesis of Nitrogen Heterocycles via Photochemical Ring Opening of Pyridazine N-Oxides

Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306, United States
Org. Lett., 2016, 18 (19), pp 5142–5145
DOI: 10.1021/acs.orglett.6b02562
Publication Date (Web): September 22, 2016
Copyright © 2016 American Chemical Society

Abstract

Abstract Image

A photochemical method for the direct synthesis of 1H-pyrazoles from pyridazine N-oxides was developed. This chemistry features a regioselective approach to nonsymmetrically substituted pyridazine N-oxides. Herein, we highlight the first strategic use of photoinduced ring-opening reactions of 1,2-diazine N-oxides for the preparative synthesis of nitrogen heterocycles.

Supporting Information


The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.orglett.6b02562.

  • Optimization data, detailed synthetic procedures, characterization data, and 1H and 13C NMR spectra (PDF)

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Article Views: 673 Times
Received 30 August 2016
Published online 22 September 2016
Published in print 7 October 2016
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