Iridium-catalyzed alkenyl C–H allylation using conjugated dienes

Autor: Tingyan Li, Yan Jiang, Jian Zhang, Xiunan Lu, Yaling Sun, Liangyao Xu, Keke Meng, Guofu Zhong
Rok vydání: 2019
Předmět:
Zdroj: Chemical Communications. 55:9757-9760
ISSN: 1364-548X
1359-7345
DOI: 10.1039/c9cc04419a
Popis: 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.
Databáze: OpenAIRE