Direct Reductive Amination of Carbonyl Compounds with H2 Using Heterogeneous Catalysts in Continuous Flow as an Alternative to N-Alkylation with Alkyl Halides

被引：44

作者：

Laroche, Benjamin ^{[1
]}

Ishitani, Haruro ^{[2
]}

Kobayashi, Shu ^{[1
,2
]}

机构：

[1] Univ Tokyo, Dept Chem, Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] Univ Tokyo, Green & Sustainable Chem Cooperat Lab, Grad Sch Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 24期

基金：

日本学术振兴会; 日本科学技术振兴机构;

关键词：

flow chemistry; reductive amination; heterogeneous catalysis; C-N bond formation; flow fine synthesis; SECONDARY-AMINES; ALIPHATIC-KETONES; HYDROGENATION; ALDEHYDES; SULFUR; PT/C; REGENERATION; DIOXIDE;

D O I：

10.1002/adsc.201801457

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A general continuous-flow procedure for direct reductive amination of secondary and primary amines with aromatic and aliphatic aldehydes as well as ketones is reported. The use of hydrogen gas and commercially available Pt/C as a heterogeneous catalyst is a key. In addition to exhibiting an excellent functional group tolerance, this method allows the fast formation of C-N bonds without production of any hazardous chemical waste. Applications to the synthesis of key intermediates toward active pharmaceutical ingredients (Donepezil and Arformoterol/Tamsulosin) are also described.

引用

页码：4699 / 4704

页数：6

共 49 条

[1] Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures [J].