Organic Letters
Organic Letters
5 years ago

Palladium-Catalyzed Synthesis of 2-Cyanoindoles from 2-gem-Dihalovinylanilines

Palladium-Catalyzed Synthesis of 2-Cyanoindoles from 2-gem-Dihalovinylanilines
Sabine Bognar, Mark Lautens, Sophia Lee, Nicolas Zeidan
An efficient Pd(0)-catalyzed synthesis of 2-cyanoindoles from 2-gem-dihalovinylanilines is reported. Few methods have aimed to synthesize these scaffolds, which are found in many natural products and have high bioactivity. This protocol features a robust catalyst system utilizing Zn(TFA)2 to prolong the catalytic activity. Additionally, the amount of cyanide in the reaction phase is minimized by taking advantage of the solubility of Zn(CN)2 in a two-solvent mixture.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02244

DOI: 10.1021/acs.orglett.7b02244

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