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Issue 6, 2011
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Flow synthesis of organic azides and the multistep synthesis of imines and amines using a new monolithic triphenylphosphine reagent

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Abstract

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.

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

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Publication details

The article was received on 01 Oct 2010, accepted on 22 Nov 2010 and first published on 31 Jan 2011


Article type: Paper
DOI: 10.1039/C0OB00813C
Org. Biomol. Chem., 2011,9, 1927-1937

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

    C. J. Smith, C. D. Smith, N. Nikbin, S. V. Ley and I. R. Baxendale, Org. Biomol. Chem., 2011, 9, 1927
    DOI: 10.1039/C0OB00813C

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