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  • Triethanolamine-mediated palladium-catalyzed regioselective C-2 direct arylation of free NH-pyrroles.

Triethanolamine-mediated palladium-catalyzed regioselective C-2 direct arylation of free NH-pyrroles.

The Journal of organic chemistry (2010-04-14)
Farnaz Jafarpour, Soraya Rahiminejadan, Hamideh Hazrati
ABSTRACT

An atom-economical phosphane-free palladium-catalyzed direct C-2 arylation of unactivated free NH-pyrroles is devised. This method provides a straightforward route to a wide variety of substituted 2-aryl-1H-pyrroles from readily accessible starting materials. Iodoarenes bearing electron-withdrawing and electron-donating substituents are tolerated under the presented reaction conditions. The scope of the reaction is also expanded to N-aryl and -alkylpyrroles albeit in lower yields.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Palladium(II) chloride, anhydrous, 60% Pd basis
Sigma-Aldrich
Palladium(II) chloride, ReagentPlus®, 99%