期刊
ACS CATALYSIS
卷 7, 期 3, 页码 2176-2180出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b00245
关键词
cross-coupling amides; palladium catalysis; C-O bond activation; C-N coupling
资金
- University of Ottawa
- National Science and Engineering Research Council of Canada (NSERC)
- Canada Research Chair program
- Fonds de recherche du Quebec - Nature et technologies (FRQNT)
A palladium-catalyzed cross-coupling between aryl esters and anilines is reported, enabling access to diverse amides. The reaction takes place via activation of the C-O bond by oxidative addition with a Pd-NHC complex, which enables the use of relatively non-nucleophilic anilines that otherwise require stoichiometric activation with strong bases in order to react. High yields of aromatic, aliphatic, and heterocyclic products are obtained. A range of activated esters are evaluated in the presence and absence of catalyst, demonstrating that the catalytic methodology substantially increases the types of electrophiles that can be utilized for amide bond formation the absence of harsh bases.
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