Xu Liangyao, Meng Keke, Zhang Jian, Sun Yaling, Lu Xiunan, Li Tingyan, Jiang Yan, Zhong Guofu
College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, China.
Chem Commun (Camb). 2019 Aug 13;55(66):9757-9760. doi: 10.1039/c9cc04419a.
An iridium-catalyzed C-H allylation of acrylamides with conjugated dienes was developed, using NH-Ts amide as the directing group. The ligand- and additive-free protocol provided a convenient and atom economic synthesis of branched 1,4-diene skeletons, enabling the tolerance of a wide scope of functionalities such as OMe, F, Cl, Br and CF3. The utility of this protocol is also demonstrated by a preparative scale, as well as C-H functionalization of artemisic amide. Furthermore, NH-Ts amide was efficiently removed by methylation and hydrolysis procedures to provide 1,4-dienoic acid.
利用NH-Ts酰胺作为导向基团，开发了一种铱催化的丙烯酰胺与共轭二烯的C-H烯丙基化反应。该无配体和添加剂的方法提供了一种方便且原子经济的合成支链1,4-二烯骨架的方法，能够耐受多种官能团，如甲氧基、氟、氯、溴和三氟甲基。该方法的实用性还通过制备规模以及青蒿酰胺的C-H官能团化得到了证明。此外，通过甲基化和水解程序可以有效地除去NH-Ts酰胺，得到1,4-二烯酸。
