Hitchhiker's Guide to Reductive Amination

被引:86
作者
Podyacheva, Evgeniya [1 ]
Afanasyev, Oleg I. [1 ]
Tsygankov, Alexey A. [1 ]
Makarova, Maria [1 ,2 ]
Chusov, Denis [1 ,3 ,4 ]
机构
[1] Russian Acad Sci, Nesmeyanov Inst Organoelement Cpds, Vavilova 28, Moscow 119991, Russia
[2] Dmitry Mendeleev Univ Chem Technol Russia, Miusskaya Sq 9, Moscow 125047, Russia
[3] Peoples Friendship Univ Russia, 6 Miklukho Maklaya St, Moscow 117198, Russia
[4] Moscow Inst Phys & Technol, 9 Inst Skiy Per, Dolgoprudnyi 141700, Moscow Region, Russia
来源
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 13期
关键词
reductive amination; selectivity; atom efficiency; borohydride; hydrogen; palladium; carbon monoxide; SODIUM-BOROHYDRIDE; CARBONYL-COMPOUNDS; ORGANIC-SYNTHESIS; SECONDARY-AMINES; ALDEHYDES; KETONES;
D O I
10.1055/s-0037-1611788
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A comparative study of various widely used methods of reductive amination is reported. Specifically, such reducing agents as H (2) , Pd/C, hydride reagents [NaBH (4) , NaBH (3) CN, NaBH(OAc) (3) ], and CO/Rh (2) (OAc) (4) system were considered. For understanding the selectivity and activity of the reducing agents reviewed herein, different classes of starting materials were tested, including aliphatic and aromatic amines, as well as aliphatic and aromatic aldehydes and ketones. Most important advantages and drawbacks of the methods, such as selectivity of the target amine formation and toxicity of the reducing agents were compared. Methods were also considered from the viewpoint of green chemistry.
引用
收藏
页码:2667 / 2677
页数:11
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