Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
Department of Discovery Chemistry, Bristol-Myers Squibb, P.O. Box 5400, Princeton, NJ, 08543-5400, USA.
Angew Chem Int Ed Engl. 2017 Jan 2;56(1):306-309. doi: 10.1002/anie.201608210. Epub 2016 Nov 29.
Selective bromination of γ-methylene C(sp )-H bonds of aliphatic amides and δ-methylene C(sp )-H bonds of nosyl-protected alkyl amines are developed using NBS as the brominating reagent and catalytic amount of Cu /phenanthroline complexes as the catalyst. Aryl and benzylic C-H bonds at other locations remain intact during this directed radical abstraction reaction.
使用 NBS 作为溴化试剂和催化量的 Cu /菲咯啉配合物作为催化剂,开发了脂肪族酰胺的 γ-亚甲基 C(sp )-H 键和 nosyl 保护的烷基胺的 δ-亚甲基 C(sp )-H 键的选择性溴化反应。在这个定向自由基抽离反应中,其他位置的芳基和苄基 C-H 键保持完整。