Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 10, Pages 2133-2137Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201500072
Keywords
Synthetic methods; Cycloaddition; Nitrogen heterocycles; Fluorine; Tautomerism
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Funding
- National Science Centre [UMO-2011/03/D/ST5/06066]
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A general method of preparation of derivatives of bis(o-azaheteroaryl)methanes from aromatic N-oxides is reported, the key step of which is a 1,3-dipolar cycloaddition between N-oxides of azines or azoles and in situ generated terminal difluoroalkenes containing an o-azaheteroaryl substituent at the double bond. Selected products were applied for the preparation of two novel unsymmetrical analogues of BODIPY fluorescent dyes, containing both an imidazole and a quinoline or isoquinoline unit.
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