Beijing National Laboratory of Molecular Sciences and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University , Beijing 100871, China.
State Key Laboratory of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
J Am Chem Soc. 2015 Nov 25;137(46):14586-9. doi: 10.1021/jacs.5b10267. Epub 2015 Nov 12.
Selective cleavage of an inert C-C bond followed by C-O/N bond formation through a long-distance aryl migration from a carbon to a nitrogen center via Ag catalysis is reported. The migration products were easily converted into γ-hydroxy amines and tetrahydroquinoline derivatives in quantitative yields. Preliminary mechanistic studies indicated a radical pathway.
通过 Ag 催化从碳原子到氮原子的远程芳基迁移,选择性断裂惰性 C-C 键,随后形成 C-O/N 键,这是一种被报道的反应。迁移产物很容易以定量产率转化为γ-羟基胺和四氢喹啉衍生物。初步的机理研究表明该反应是自由基途径。