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Azomethine imines in the reactions of dichlorocarbene with mono- and 1,2-disubstituted hydrazines

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Oxidation of phenylhydrazine and 1,2-disubstituted hydrazines with dichlorocarbene afforded the corresponding diazenes and hydrazones with the intermediate formation of the unstable azomethine imines, which were determined by their cycloaddition to dimethyl malcate.

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1489–1492, June, 1996.

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Novikov, M.S., Khlebnikov, A.F. & Kostikov, R.R. Azomethine imines in the reactions of dichlorocarbene with mono- and 1,2-disubstituted hydrazines. Russ Chem Bull 45, 1419–1422 (1996). https://doi.org/10.1007/BF01434223

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  • DOI: https://doi.org/10.1007/BF01434223

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