N1- and N3-Arylations of Hydantoins Employing Diaryliodonium Salts via Copper(I) Catalysis at Room Temperature

被引:10
|
作者
Abha Saikia, Raktim [1 ]
Barman, Dhiraj [1 ,2 ]
Dutta, Anurag [1 ]
Jyoti Thakur, Ashim [1 ]
机构
[1] Tezpur Univ, Dept Chem Sci, Napaam 784028, Assam, India
[2] Shiv Nadar Univ, Dept Chem, Greater Noida 201314, Uttar Pradesh, India
关键词
Copper; Hypervalent iodine; Homogeneous catalysis; N-arylation; Synthetic methods; METAL-FREE ARYLATION; ONE-POT SYNTHESIS; FREE N-ARYLATION; TOLUENESULFONIC ACID; SECONDARY AMIDES; IODONIUM SALTS; DERIVATIVES; PALLADIUM; CHEMISTRY; ARENES;
D O I
10.1002/ejoc.202001353
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper(I)-catalyzed N-arylation (both N-1- and N-3-) of hydantoins with diaryliodonium salts as aryl partners at room temperature is reported. The transformation allows diverse scopes on both hydantoins and diaryliodonium salts delivering functionalized N-3-arylated products under mild reaction conditions. The presence of hydrogens at C-5- and N-1- position of the hydantoin does not lead to other side products. Chiral hydantoins can also be synthesized via this methodology. Sterically complicated ortho-substituted diaryliodonium salts are tolerated and delivered challenging ortho-arylated products. In addition, this strategy can also be effectively extended to N-1-arylation of hydantoins.
引用
收藏
页码:400 / 410
页数:11
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