Copper-Catalyzed Radical Aryl Migration Approach for the Preparation of Cyanoalkylsulfonylated Oxindoles/Cyanoalkyl Amides
| Autor: | Zhe Zhang, Wan-Xu Wei, Qiao-Fei Bao, Ming Li, Jin-Lin Wang, Yu-Zhao Wang, Yong-Min Liang, Cui-Tian Wang, Yi-Feng Qiu, Xue-Song Li |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Aryl Organic Chemistry Substituent Regioselectivity 010402 general chemistry Oxime 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Stereocenter Sulfone chemistry.chemical_compound chemistry Functional group Copper catalyzed Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 23:751-756 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.0c03973 |
| Popis: | A copper-catalyzed radical cross-coupling of oxime esters and activated alkenes is accomplished for the synthesis of cyanoalkylsulfonylated oxindoles and cyanoalkyl amides via an aryl migration strategy. Specifically, the subsequent mechanism research indicates that the unique desulfonylation and sulfone addition processes were involved in the transformation. This transformation is identified as having good functional group applicability with two different quaternary stereocenter in a regioselective manner, which is controlled by the substituent group of the nitrogen. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|