Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 4, Pages 1476-1479Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo061979v
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Funding
- NIGMS NIH HHS [R01 GM060326-05, R01 GM060326-02, R01 GM060326-04, R01 GM060326-03, R01 GM060326] Funding Source: Medline
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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.
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