Iridium-catalyzed alkenyl C-H allylation using conjugated dienes

被引:35
作者
Xu, Liangyao [1 ]
Meng, Keke [1 ]
Zhang, Jian [1 ]
Sun, Yaling [1 ]
Lu, Xiunan [1 ]
Li, Tingyan [1 ]
Jiang, Yan [1 ]
Zhong, Guofu [1 ]
机构
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 311121, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
ELECTRON-DEFICIENT ALKENES; ALLYLIC CARBONATES; FACILE SYNTHESIS; HYDROARYLATION; ACCESS; ACTIVATION; OLEFINATION; ALKYLATION; 1,3-DIENES; EFFICIENT;
D O I
10.1039/c9cc04419a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:9757 / 9760
页数:4
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