铜促进的开放瓶中 2-硒代海因与芳基硼酸的 C-Se 交叉偶联。

Copper-Promoted C-Se Cross-Coupling of 2-Selenohydantoins with Arylboronic Acids in an Open Flask.

机构信息

Moscow State University , Chemistry Department , Leninskie Gory, Building 1/3, GSP-1 , Moscow 119991 , Russia.

National University of Science and Technology (MISiS) , Leninskii pr., 4 , Moscow 119049 , Russia.

出版信息

ACS Comb Sci. 2019 Jun 10;21(6):456-464. doi: 10.1021/acscombsci.9b00021. Epub 2019 May 9.

DOI:10.1021/acscombsci.9b00021

PMID:31009196

Abstract

The modification of Chan-Lam-Evans cross-coupling reaction for the selective Se-arylation of 2-selenohydantoins under base-free mild conditions via aryl boronic acids is described herein. This approach was used to synthesize novel 5-arylidene-3-substituted-2-(arylselanyl)-imidazoline-4-ones with high yields. The anticancer activity of the final compounds was evaluated in vitro against different cancer cells, and thus, the possibility of 5-arylidene-3-substituted-2-(arylselanyl)-imidazoline-4-ones successful application as cytotoxic agents was demonstrated.

摘要

本文描述了 Chan-Lam-Evans 交叉偶联反应的改进，用于在无碱温和条件下通过芳基硼酸选择性硒芳基化 2-硒代海因。该方法用于合成新型 5-亚烯基-3-取代-2-(芳基硒基)-咪唑啉-4-酮，产率高。最后化合物的抗癌活性在体外对不同的癌细胞进行了评价，因此证明了 5-亚烯基-3-取代-2-(芳基硒基)-咪唑啉-4-酮作为细胞毒剂的可能性。