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2004•Advanced Synthesis & CatalysisRequires access

3‐Pyridinesulfonyl Azide: A Useful Reagent for Radical Azidation

Philippe Panchaud, Philippe Renaud

Open publisher page 34 citations

Abstract

Abstract Radical azidations and carboazidations have been achieved using 3‐pyridinesulfonyl azide as azidating agent. Due to its base properties and its polarity, the excess of reagent is readily removed at the end of the reaction by filtration through silica gel or by extraction with either aqueous 1 M HCl or 1 M CuSO4. The use of this reagent greatly facilitates the tedious purifications of the final azides frequently encountered when reactions are run according to the original procedure involving benzenesulfonyl azide.

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What this paper is about

Abstract Radical azidations and carboazidations have been achieved using 3‐pyridinesulfonyl azide as azidating agent. Due to its base properties and its polarity, the excess of reagent is readily removed at the end of the reaction by filtration through silica gel or by extraction with either aqueous 1 M HCl or 1 M CuSO4. The use of this reagent greatly facilitates the tedious purifications of the final azides frequently encountered when reactions are run according to the original procedure involving benzenesulfonyl azide.

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Available abstract

Abstract Radical azidations and carboazidations have been achieved using 3‐pyridinesulfonyl azide as azidating agent. Due to its base properties and its polarity, the excess of reagent is readily removed at the end of the reaction by filtration through silica gel or by extraction with either aqueous 1 M HCl or 1 M CuSO4. The use of this reagent greatly facilitates the tedious purifications of the final azides frequently encountered when reactions are run according to the original procedure involving benzenesulfonyl azide.

Key concepts: Chemistry, Reagent, Azide, Aqueous solution, Filtration (mathematics), Combinatorial chemistry, Base (topology), Organic chemistry

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