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Phosphine-free palladium-catalyzed C-H bond arylation of free (N-H)-indoles and pyrroles.

ABSTRACT: This paper describes a phosphine-free palladium-catalyzed method for direct C-arylation of free (N-H)-indoles and pyrroles with iodo- and bromoarene donors. Employing commercially available materials, this new and operationally simple procedure provides a rapid entry to a wide range of C-arylated (N-H)-indoles including derivatives of tryptamine. In the course of this study, a profound halide effect was uncovered, affecting both the efficiency and regioselectivity of indole arylation.

SUBMITTER: Wang X

PROVIDER: S-EPMC2971669 | biostudies-literature | 2007 Feb

REPOSITORIES: biostudies-literature

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Phosphine-free palladium-catalyzed C-H bond arylation of free (N-H)-indoles and pyrroles.

Wang Xiang X Gribkov Denis V DV Sames Dalibor D

The Journal of organic chemistry 20070201 4

This paper describes a phosphine-free palladium-catalyzed method for direct C-arylation of free (N-H)-indoles and pyrroles with iodo- and bromoarene donors. Employing commercially available materials, this new and operationally simple procedure provides a rapid entry to a wide range of C-arylated (N-H)-indoles including derivatives of tryptamine. In the course of this study, a profound halide effect was uncovered, affecting both the efficiency and regioselectivity of indole arylation. ...[more]

PMID: 17288392

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