| Autor: |
Tao Huang, Can Liu, Pan-Feng Yuan, Tao Wang, Biao Yang, Yao Ma, Qiang Liu |
| Předmět: |
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| Zdroj: |
Green Chemistry; 9/21/2024, Vol. 26 Issue 18, p9859-9868, 10p |
| Abstrakt: |
The γ C-H amination of carboxylic acid presents a promising and sustainable strategy for synthesizing high-value pharmaceutical chemicals. Radical reaction pathways initiated by aroyloxy radical-involved hydrogen atom transfer (HAT) provide diverse but challenging opportunities for remote C-H functionalization. In this report, the first example of intramolecular γ C-H amination of carboxylic acids using a commercially available oxime auxiliary has been achieved. This innovative approach employs a radical relay chaperone, facilitating selective C-H functionalization via 1,5-HAT/radical cross-coupling and enabling the net incorporation of ammonia at the γ carbon of carboxylic acids. In addition, this protocol enables the recycling of the by-product benzophenone, and both product isolation and by-product recycling are silica gel-free. The reactions offer high chemo- and regio-selectivities, operate under mild reaction conditions, boast a broad substrate scope, exhibit good functional group compatibility, and are easily scalable. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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