An efficient catalytic reductive amination: A facile one-pot access to 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-ones by using B(C6F5)3/NaBH4

被引:9
|
作者
Nagarsenkar, Atulya [1 ]
Prajapti, Santosh Kumar [1 ]
Bathini, Nagendra Babu [1 ]
机构
[1] Natl Inst Pharmaceut Educ & Res, Dept Med Chem, Hyderabad 500037, Andhra Pradesh, India
关键词
Reductive amination; Lewis acid; tris(pentafluorophenyl)borane; sodium borohydride; less-toxic; tandem reaction; CARBONYL-COMPOUNDS; SODIUM-BOROHYDRIDE; ZINC BOROHYDRIDE; POLYMETHYLHYDROSILOXANE PMHS; SILICA-GEL; ALDEHYDES; KETONES; AMINES; IMINES; HYDRIDE;
D O I
10.1007/s12039-015-0825-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient combination of B(C6F5)(3) and NaBH4 was developed for direct reductive amination of aldehydes. A wide range of functional groups such as ester, nitro, nitrile, halogen, alkene, heterocycles were tolerated. Also, acid sensitive protecting groups like TBDMS and TBDPS were not affected. In addition, the present methodology was extended for tandem amination-amidation of 3-formyl-indole-2-carboxylic acids with substituted anilines to afford 1,2-dihydropyrrolo[3,4-b]indol-3(4H)-ones.
引用
收藏
页码:711 / 716
页数:6
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