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Microwave Enhancement of a 'One-Pot' Tandem Azidation-'Click' Cycloaddition of Anilines

Adam D. Moorhouse, John E. Moses*

*School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom, Email: john.mosesnottingham.ac.uk

A. D. Moorhouse, J. E. Moses, Synlett, 2008, 2089-2092.

DOI: 10.1055/s-2008-1078019 (free Supporting Information)


Abstract

Microwave irradiation significantly enhances the rate of formation of 1,4-disubstituted 1,2,3-triazoles from alkynes and in situ generated azides. Azides are derived from an efficient one-pot azidation of anilines with the reagent combination t-BuONO and TMSN3.

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Efficient Conversion of Aromatic Amines into Azides: A One-Pot Synthesis of Triazole Linkages

K. Barral, A. D. Moorhouse, J. E. Moses, Org. Lett., 2007, 9, 1809-1811.


Key Words

click chemistry, aromatic azides, chemoselectivity, 1,2,3-triazoles, microwave synthesis


ID: J60-Y2008-2250