Zhang Yu, Liu Haidong, Tang Luning, Tang Hai-Jun, Wang Lu, Zhu Chuan, Feng Chao
Institute of Advanced Synthesis, College of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials , Nanjing Tech University , Nanjing , Jiangsu 210009 , People's Republic of China.
J Am Chem Soc. 2018 Aug 29;140(34):10695-10699. doi: 10.1021/jacs.8b07023. Epub 2018 Aug 16.
Herein, we report the first example of group transfer radical addition of O-vinylhydroxylamine derivatives onto unactivated alkenes. By utilizing O-vinylhydroxylamine derivatives as both the N- and C-donors, this reaction enables intermolecular carboamination of unactivated alkenes in an atom economical fashion. As the process is initiated through N-radical addition followed by C-transfer, linear carboamination products are afforded. This differs from canonical radical carbofunctionalization of olefins, which typically favors branched product owing to initiation by C-radical addition.
在此，我们报道了O-乙烯基羟胺衍生物向未活化烯烃进行基团转移自由基加成的首例。通过将O-乙烯基羟胺衍生物用作N供体和C供体，该反应能够以原子经济的方式实现未活化烯烃的分子间碳胺化反应。由于该过程是通过N自由基加成随后进行C转移引发的，因此可得到线性碳胺化产物。这与典型的烯烃自由基碳官能化不同，后者通常由于由C自由基加成引发而更倾向于生成支链产物。
