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  • Palladium-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion: synthesis of 2-substituted 1H-indole-3-carboxamides.

Palladium-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion: synthesis of 2-substituted 1H-indole-3-carboxamides.

Chemical communications (Cambridge, England) (2012-06-21)
Ziwei Hu, Dongdong Liang, Jiaji Zhao, Jinbo Huang, Qiang Zhu
ABSTRACT

A base-controlled synthesis of 2-substituted secondary and tertiary 1H-indole-3-carboxamides through PdCl(2)-catalyzed cyclization of o-alkynyltrifluoroacetanilides followed by isocyanide insertion has been developed. The reaction proceeds smoothly at ambient temperature using O(2) in air as the sole oxidant of the palladium catalyst.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Palladium(II) chloride solution, 5 wt. % in 10 wt. % HCl
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