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Synthesis 1988; 1988(2): 111-118
DOI: 10.1055/s-1988-27483
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The Rearrangement of ortho-Nitrobenzylidenemalonate Derivatives in Reactions with Amines. Applications to Organic Synthesis

Stefan Kinastowski* , Stanisław Wnuk, Elżbieta Kaczmarek
  • *Chemistry Department, Academy of Agriculture, ul. Wojska Polskiego 75, PL-60-625 Poznań, Poland
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Publication Date:
20 August 2002 (online)

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Rearrangement of 2,4-dinitro-, and 2, 4, 6-trinitrobenzylidenemalonates in reactions with primary, secondary and tertiary amines, both in the presence and in the absence of alcohols to give 2-amino-4-nitro-, and 2-amino-4,6-dinitrobenzoic acid derivatives is described. Depending on the reaction conditions, various rearrangement products, e.g. ester, ether, amide, are obtained selectively.

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