4.7 Article

Peptidic macrocyclization via palladium-catalyzed chemoselective indole C-2 arylation

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CHEMICAL COMMUNICATIONS
卷 48, 期 95, 页码 11644-11646

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc36962a

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A highly efficient macrocyclization reaction has been developed via the palladium-catalyzed C-H arylation of the side-chains of tryptophan with halophenyl-containing amino acids. This method allows for direct access to 15- to 25-membered biaryl macrocycles in 40-75% yield, at moderate concentration, with C-H arylation proceeding exclusively at the C-2 position of the tryptophan indole.

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