Catalytic coupling of N-benzylic sulfonamides with silylated nucleophiles at room temperatureElectronic supplementary information (ESI) available: Experimental procedures, characterization data, and copies of 1H and 13C NMR spectra for products. See DOI: 10.1039/c0cc00765j

In the presence of 2-10 mol% of Tf 2 NH, a range of N -benzylic sulfonamides smoothly react with allylic, propargylic, benzylic, or hydrido silanes at room temperature via sp 3 carbon-nitrogen bond cleavage to afford structurally diverse products in moderate to excellent yields and with high chemo-...

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Main Authors: Yang, Bai-Ling, Tian, Shi-Kai
Format: Article
Language:English
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Summary:In the presence of 2-10 mol% of Tf 2 NH, a range of N -benzylic sulfonamides smoothly react with allylic, propargylic, benzylic, or hydrido silanes at room temperature via sp 3 carbon-nitrogen bond cleavage to afford structurally diverse products in moderate to excellent yields and with high chemo- and regioselectivity. An unprecedented coupling reaction of N -benzylic sulfonamides with silylated nucleophiles has been developed through sp 3 carbon-nitrogen bond cleavage in the presence of 2-10 mol% of Tf 2 NH.
ISSN:1359-7345
1364-548X
DOI:10.1039/c0cc00765j