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Synthesis 1992; 1992(12): 1295-1298
DOI: 10.1055/s-1992-26362
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New Synthesis of Amines and Amides Mediated by Additions of Benzotriazole to Enamines and Enamides and Transformations of the Adducts

Alan R. Katritzky* , Simona Jurczyk, Bogumila Rachwal, Stanislaw Rachwal, Irina Shcherbakova, Konstantina Yannakopoulou
  • *Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-2046, USA
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Publication History

Publication Date:
29 April 2002 (online)

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Adducts of type N-C-Bt can be obtained in which the nitrogen atom is derived from an N-vinyl non-basic heterocyclic NH compound or a secondary amide, or in which the central carbon is derived from a ketone by the addition of benzotriazole to an enamine or enamide. Thus, 9-vinylcarbazole, 1-vinylpyrrolidin-2-one and 1-(1-ethylprop-1-enyl)pyrrolidine afforded the corresponding N-(1-benzotriazolylalkyl)-substituted compounds which could be alkylated by various methods in good yield. The range of benzotriazole mediated syntheses of amines and amides is significantly extended in this way.

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