期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 5, 页码 1466-1474出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja108450m
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资金
- National Natural Science Foundation of China [20832004, 20802040]
- Specialized Research Fund for the Doctoral Program of Higher Education [200800030074]
- Ministry of Science and Technology [2011CB965300]
Pd-catalyzed directed ortho C-H amidation of aromatic ketones with both sulfonamides and amides has been accomplished. The use of an electron-deficient Pd complex, Pd(OTf)(2), is crucial for the success of this transformation. Some key intermediates of the reaction, that is, the cyclopalladation complexes of ketones, have been characterized by X-ray crystallography. Experimental analysis of these palladacycles and also the experimental results with N-methyl sulfonamides indicate that the new reaction does not seem to proceed through a nitrene intermediate. The utility of the newly developed reaction was demonstrated for the synthesis of useful organic intermediates such as 2- and 3-alkyl indoles and 2-aminophenyl ketones.
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