Photoredox Oxo-C(sp3)–H Bond Functionalization via in Situ Cu(I)-Acetylide Catalysis
| Autor: | Li-Zhu Wu, Zan Liu, Zi-Qi Song, Qi-Chao Gan, Chen-Ho Tung, Tao Lei |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
In situ 010405 organic chemistry Chemistry Hydrogen bond Acetylide Organic Chemistry Alkyne 010402 general chemistry Photochemistry 01 natural sciences Biochemistry 0104 chemical sciences Catalysis chemistry.chemical_compound Organic dye Photocatalysis Surface modification Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 22:832-836 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.9b04277 |
| Popis: | A unified strategy for the synthesis of 2-vinyl heterocycles is reported. With visible light irradiation, simple and cheap CuCl is able to functionalize a terminal alkyne, giving Cu(I)-acetylide in situ. Unlike the case of noble metals or organic dye photocatalysts, this critical Cu(I)-acetylide not only activates the C–H bond of terminal alkynes but also serves as a photocatalyst to achieve varieties of 2-vinyl heterocycles in good to excellent yields, even for large scale and late-stage functionalization of natural product. |
| Databáze: | OpenAIRE |
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