Iron-catalyzed C(sp3)-H functionalization of N, N-dimethylanilines with isocyanides

被引：32

作者：

Guerrero, Itziar ^{[1
]}

San Segundo, Marcos ^{[1
]}

Correa, Arkaitz ^{[1
]}

机构：

[1] Univ Basque Country, UPV EHU, Joxe Mari Korta R&D Ctr, Dept Organ Chem 1, Avda Tolosa 72, Donostia San Sebastian 20018, Spain

来源：

CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 13期

关键词：

MULTICOMPONENT REACTIONS; BOND FUNCTIONALIZATION; METAL; ETHERS; ADJACENT;

D O I：

10.1039/c7cc09872c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient ligand-free Fe-catalyzed oxidative Ugi-type reaction toward the assembly of alpha-amino amides and short peptides is described. The reaction proceeds through the alpha-C(sp(3))-H oxidation of N, N-dimethylanilines and further nucleophilic attack of the resulting iminium species by isocyanides. Additive screening showed that judicious choice of the carboxylic acid could lead to the formation of alpha-amino imides via a 3-component reaction. The process occurs with operational simplicity and is compatible with a variety of sensitive functional groups.

引用

页码：1627 / 1630

页数：4

共 61 条

[1] Iron Catalysis in Organic Synthesis [J].