Regioselective Formal [4 + 2] Cycloadditions of Enaminones with Diazocarbonyls through RhIII-Catalyzed C–H Bond Functionalization
| Autor: | Shuguang Zhou, Bi-Wei Yan, Teck-Peng Loh, Shuai-Xin Fan, Jie-Sheng Tian |
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| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Regioselectivity Substrate (chemistry) Conjugated system 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Cycloaddition 0104 chemical sciences Catalysis Cascade reaction Surface modification Molecule Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 20:3975-3979 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.8b01540 |
| Popis: | A regioselective formal [4 + 2] cycloaddition for the assembly of highly functionalized benzene rings was successfully developed. In this reaction, olefinic C–H bond functionalization/cyclization cascade reaction followed by rearomatization led to the desired molecules in one step under mild reaction conditions. This protocol also displays a broad substrate scope and good tolerance to a wide range of functional groups. Additionally, the potential utility for the synthesis of highly conjugated polybenzenes and diversification of natural products was also demonstrated. |
| Databáze: | OpenAIRE |
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