Reaction of N-Nonaflylbenzotriazole
with Silyl Enol Ethers

Moritz Uhde; Thomas Ziegler

doi:10.1055/s-0028-1083371

PAPER

Reaction of N-Nonaflylbenzotriazole with Silyl Enol Ethers

Moritz Uhde, Thomas Ziegler*
Institute of Organic Chemistry, University of Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany
Fax: +49(7071)295244; e-Mail: thomas.ziegler@uni-tuebingen.de;

Abstract

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Abstract

N-Nonaflylbenzotriazole reacts with trimethylsilyl enol ethers in tetrahydrofuran at room temperature under tetrabutylammonium fluoride catalysis to afford o-(nonafluorobutylsulfonamido)phenylhydrazones in 19-82% yield. N-Nonaflylbenzotriazole reacts twice with the less sterically demanding silyl enol ethers to afford the corresponding o-(nonafluorobutylsulfonamido)phenylazo enols in 41-75% yield.

Key words

benzotriazole - hydrazones - ring opening - silyl enol ether

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References

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