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Amide-Forming Ligation of Acyltrifluoroborates and Hydroxylamines in Water

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  • This work was supported by ETH Research Grant ETH-12 11-1 and the ETH-Zürich. We are grateful to Noel Ellis (Univ. Penn.) for a gift of 1 a and to David Furrer, Lei Ju, and Shouyun Yu for preliminary experiments.

Abstract

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Come together, right now: Acyltrifluoroborates and O-benzoyl hydroxylamines come together to form amides in water (see scheme). The ligations are complete within minutes at room temperature and do not require any reagents or catalysts. The reaction has a broad substrate scope and tolerates unprotected functional groups.

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