Base-promoted tandem synthesis of 2-azaaryl indoline

被引:0
|
作者
Chen, Shuguang [1 ]
Tan, Jiahong [1 ]
Wu, Hao [1 ]
Zhao, Quansheng [1 ]
Shang, Yongjia [1 ]
机构
[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Anhui Lab Mol Based Mat,Minist Educ,State Key Lab, Wuhu 241000, Peoples R China
基金
中国国家自然科学基金;
关键词
DERIVATIVES; ANTIOXIDANT; ANTICANCER; LIGANDS; DESIGN;
D O I
10.1039/d3ob01444d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel tandem method to synthesize 2-azaaryl indoline promoted by LiN(SiMe3)2 from 2-azaaryl methyl amine and 2-fluoro benzyl bromides was developed. Mechanistic investigation indicated that this tandem cyclization was initiated by selective benzyl C-SN2 substitution followed by an intramolecular SNAr reaction. Diverse 2-azaaryl indoles could also be obtained via simple functional transformations. A novel strategy involving base-promoted tandem SN2 substitution and intramolecular SNAr addition from 2-azaaryl methyl amine and ortho-fluoro benzyl bromide was designed.
引用
收藏
页码:9133 / 9137
页数:5
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