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Synthesis 1996; 1996(7): 838-842
DOI: 10.1055/s-1996-4303
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A New Route to Aminodiazines via Metalation Reaction. Synthesis of an Aza Analogue of Nevirapine: Diazines XV

Nelly Plé, Alain Turck, Karine Couture, Guy Quéguiner*
  • *Laboratoire de Chimie Organique Fine de l’IRCOF associé au CNRS, INSA de Rouen, BP 08, F-76131 Mont-Saint-Aignan cédex, France, Fax +33(35)528484; E-mail guyqueguiner@Insa-rouen-fr
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Publication Date:
31 December 2000 (online)

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A new route to aminodiazines is reported, the ortho-directed lithiation of diazines is used, followed by reaction with tosyl azide as an electrophile. The reduction of the azido or tetrazolo compounds obtained was achieved and led to the expected amines. This methodology has allowed the synthesis of new aminodiazines and an improvement in the yield of various aminodiazines previously described. This reaction was used for the preparation of an aza analogue of Nevirapine.

metalation - diazines - amination - aza analogue of Nevirapine - azides

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