Palladium-catalyzed intermolecular directed C-H amidation of aromatic ketones.
Palladium-catalyzed intermolecular directed C-H amidation of aromatic ketones.
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钯催化芳香酮的分子间定向 C-H 酰胺化。
DOI:
10.1021/ja108450m
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发表时间:
2011-01
影响因子:
15
通讯作者:
中科院分区:
文献类型:
--
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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.