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Synthesis 1990; 1990(11): 1065-1068
DOI: 10.1055/s-1990-27095
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1-[4-(N-Chlorocarbonyl-N-methylamino)phenyl]-2-(phenylsulfonyl)diazene, a Bifunctional Reagent with a Protected Diazonium Function

Pascal Kessler* , Benoît Chatrenet, Maurice Goeldner, Christian Hirth
  • *Laboratoire de Chimie Bio-organique, URA CNRS 1386, Université Louis Pasteur Strasbourg, Faculté de Pharmacie, B. P. 24, F-67401 Illkirch Cedex, France
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Publication Date:
17 September 2002 (online)

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1-[4-(N-Chlorocarbonyl-N-methylamino)phenyl]-2-(phenylsulfonyl) diazene is the first bifunctional reagent containing a potential photoactivatable arenediazonium function. The synthesis and the chemical properties of the reagent are described, in particular coupling reactions with series of nucleophiles (primary and secondary amines and a phenolate derivative) and the subsequent deprotection reaction to the corresponding diazonium salt.

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