| Autor: |
Zhou, Ting, Zhang, Zhong-Wei, Nie, Jing, Kwong, Fuk Yee, Ma, Jun-An, Cheung, Chi Wai |
| Předmět: |
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| Zdroj: |
Nature Communications; 11/15/2024, Vol. 15 Issue 1, p1-13, 13p |
| Abstrakt: |
The integration of trifluoromethyl groups and three-dimensional quaternary carbon moieties into organic molecules has emerged as a prominent strategy in medicinal chemistry to augment drug efficacy. Although trifluoromethyl (hetero)aromatic amines and derivatives are prevalent frameworks in pharmaceuticals, the development of trifluoromethyl-embedded, intricately structured alkyl amine scaffolds for medicinal research remains a significant challenge. Herein, we present a metallaphotoredox multicomponent amination strategy employing 3,3,3-trifluoropropene, nitroarenes, tertiary alkylamines, and carboxylic acids. This synthetic pathway offers notable advantages, including the accessibility and cost-effectiveness of starting materials, high levels of chemo- and regioselectivity, and modularity. Furthermore, this approach enables the synthesis of a broad spectrum of aniline compounds featuring both trifluoromethyl group and distal quaternary carbon motifs along the aliphatic chains. The accelerated access to such elaborate N-trifluoroalkyl anilines likely involves three sequential radical-mediated coupling events, providing insightful implications for the retrosynthesis of potential compounds in organic synthesis and drug discovery. The trifluoromethyl group can confer advantageous properties to biologically relevant molecules, but methods for its incorporation into aliphatic carbons that are more embedded within the core of the structure are less available. Here, the authors present a multicomponent coupling to synthesize carbon skeletons with a branched trifluoromethyl group via iridium metallaphotoredox catalysis. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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