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Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent

Smith, C. J., Smith, C. D., Nikbin, N., Ley, S. V. and Baxendale, I. R. (2011) Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent. Organic and Biomolecular Chemistry, 2011 (9). pp. 1927-1937. ISSN 1477-0520

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To link to this item DOI: 10.1039/c0ob00813c

Abstract/Summary

Here we describe general flow processes for the synthesis of alkyl and aryl azides, and the development of a new monolithic triphenylphosphine reagent, which provides a convenient format for the use of this versatile reagent in flow. The utility of these new tools was demonstrated by their application to a flow Staudinger aza-Wittig reaction sequence. Finally, a multistep aza-Wittig, reduction and purification flow process was designed, allowing access to amine products in an automated fashion.

Item Type:Article
Refereed:Yes
Divisions:No Reading authors. Back catalogue items
ID Code:37107
Publisher:Royal Society of Chemistry

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