High-pressure asymmetric hydrogenation in a customized flow reactor and its application in multi-step flow synthesis of chiral drugs

Guan, Fanfu1,2; Blacker, A. John2; Hall, Brendan2; Kapur, Nikil2; Wen, Jialin1,3; Zhang, Xumu1

2021-02-01

10.1007/s41981-021-00143-8

Journal of Flow Chemistry   影响因子和分区

2062-249X

2063-0212

Asymmetric homogeneous hydrogenation under high pressure in continuous flow was achieved with a slug flow reactor. High hydrogen pressure enabled iridium-catalyzed asymmetric hydrogenation of acetophenone with a turn-over-frequency (TOF) of up to 274,000 h(-1). An operando infrared tool was used to provide in-situ monitoring of the reaction. The effect of gas-liquid ratio and speed of slug flow in the microchannel were studied. The multi-step flow synthesis of active pharmaceutical ingredients, in which asymmetric hydrogenation is a key step, was successfully demonstrated, with subsequent reactions carried out under longer residence times within a cascade of CSTRs.

Asymmetric hydrogenation High pressure Slug flow reactor Multi-step synthesis Chiral drug

SCI

英语

第一 ; 通讯

National Natural Science Foundation of China[21801118] ; Science, Technology and Innovation Commission of Shenzhen[KQTD20150717103157174]

Chemistry

Chemistry, Multidisciplinary

WOS:000620448600001

SPRINGER

Web of Science

1.Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Rd, Shenzhen 518055, Guangdong, Peoples R China
2.Univ Leeds, Inst Proc Res & Dev, Fac Engn & Phys Sci, Woodhouse Lane, Leeds LS2 9JT, W Yorkshire, England
3.Southern Univ Sci & Technol, Acad Adv Interdisciplinary Studies, 1088 Xueyuan Rd, Shenzhen 518055, Guangdong, Peoples R China

Guan, Fanfu,Blacker, A. John,Hall, Brendan,et al. High-pressure asymmetric hydrogenation in a customized flow reactor and its application in multi-step flow synthesis of chiral drugs[J]. Journal of Flow Chemistry,2021.

Guan, Fanfu,Blacker, A. John,Hall, Brendan,Kapur, Nikil,Wen, Jialin,&Zhang, Xumu.(2021).High-pressure asymmetric hydrogenation in a customized flow reactor and its application in multi-step flow synthesis of chiral drugs.Journal of Flow Chemistry.

Guan, Fanfu,et al."High-pressure asymmetric hydrogenation in a customized flow reactor and its application in multi-step flow synthesis of chiral drugs".Journal of Flow Chemistry (2021).