Fe-Catalyzed three-component carboazidation of alkenes with alkanes and trimethylsilyl azide
| Autor: | Wei-Yu, Li, Chuan-Shuo, Wu, Zhou, Wang, Luo, Yang, Yang, Luo |
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| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Component (thermodynamics) Chemistry Ligand Metals and Alloys Alkyl radicals General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound Nucleophile Reagent Electrophile Trimethylsilyl azide Materials Chemistry Ceramics and Composites |
| Zdroj: | Chemical Communications. 54:11013-11016 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c8cc05090b |
| Popis: | Reported herein is a novel iron-catalyzed, DTBP-mediated carboazidation of alkenes using cycloalkanes, CH2Cl2, CHCl3 and CCl4 as alkylating reagents to generate electrophilic or nucleophilic alkyl radicals. Mechanistic studies suggested that the reaction proceeded via the addition of alkyl radicals to alkenes followed by an iron-mediated ligand transfer process. The reaction is unique as it is applicable not only to diversely functionalized electron rich alkenes, but also to electron-poor olefins to provide chain extended azides and γ-azido chloroalkanes in good to high yields. |
| Databáze: | OpenAIRE |
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