Journal
ORGANIC LETTERS
Volume 19, Issue 18, Pages 4734-4737Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02022
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Funding
- National Research Foundation of Korea [NRF-2014R1A2A1A11050028, NRF-2014R1A5A1011165, NRF-2014S1A2A2028156]
- City University of Hong Kong [7200534, 9610369]
- National Research Foundation of Korea [2014S1A2A2028156] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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Au-catalyzed chemoselective methods for synthesizing N-sulfonyl enaminones are developed. Two different isomers are obtained in a chemocontrolled manner by employing the different properties of Au(I) and Au(III) catalysts. Hydroamidation and proton-assisted carbonyl activation followed by Meyer Schuster rearrangement are proposed as the working mechanisms for the reactions. A wide range of substrates afforded moderate to excellent yields and selectivities. These reactions represent the first examples of transition -metal-catalyzed enamine synthesis from sulfonamides and alkynes.
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