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Synthesis of Sulfonyl Azides via Lewis Base Activation of Sulfonyl Fluorides and Trimethylsilyl Azide

Andrew S. Barrow, John E. Moses*

*School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK, Email: John.mosesnottingham.ac.uk

A. S. Barrow, J. E. Moses, Synlett, 2016, 27, 1840-1843.

DOI: 10.1055/s-0035-1561626 (free Supporting Information)


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Abstract

Lewis base activation enables an opperationally simple protocol for the efficient conversion of sulfonyl fluorides into sulfonyl azides. The in situ generated sulfonyl azides are efficient diazo-transfer agents, affording primary azides and diazo compounds in excellent yields.

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Key Words

sulfonyl azides, Lewis base, diazo-transfer, sulfonyl fluoride, SuFEx


ID: J60-Y2016