Continuous Reductions and Reductive Aminations Using Solid NaBH4

被引：28
|
作者：
Gilmore, Kerry [1 ]
Vukelic, Stella [2 ]
McQuade, D. Tyler [1 ,3 ]
Koksch, Beate [2 ]
Seeberger, Peter H. [1 ]
机构：
[1] Max Planck Inst Colloids & Interfaces, D-14476 Potsdam, Germany
[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
[3] Florida State Univ, Dept Chem & Biochem, Tallahassee, FL 32306 USA
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2014年 / 18卷 / 12期
关键词：
FLOW CHEMISTRY; SELECTIVE REDUCTION; CARBONYL-COMPOUNDS; ALDEHYDES; KETONES; CATALYSTS; VERSATILE; TECHNOLOGY; COMPLEXES; EFFICIENT;
D O I：
10.1021/op500310s
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Most successful reactions carried out under continuous flow conditions mix homogeneous solutions yielding homogeneous products. Using solids is avoided to prevent pump and reactor clogging; even though solid reagents may often be the best choice for a given transformation. Here we demonstrate that by pumping aldehydes, ketones, or in situ formed imines through a specially formulated NaBH4 column results in efficient reductions. The column design and performance characteristics, along with substrate scope, are discussed.
引用
收藏
页码：1771 / 1776
页数：6
相关论文
共 50 条
  • [31] NaBH4 GEOPOLYMER COMPOSITES
    Schomborg, Lars
    Ruescher, Claus H.
    Buhl, J. Christian
    Kiesel, Florian
    DEVELOPMENTS IN STRATEGIC MATERIALS AND COMPUTATIONAL DESIGN V, 2015, : 3 - 14
  • [32] PHOTOREDUCTION OF CHLOROBIPHENYLS BY NABH4
    TSUJIMOTO, K
    TASAKA, S
    OHASHI, M
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (18) : 758 - 759
  • [33] Hydrogenation of Chlorosilanes by NaBH4
    Ito, Masaki
    Itazaki, Masumi
    Abe, Takashi
    Nakazawa, Hiroshi
    CHEMISTRY LETTERS, 2016, 45 (12) : 1434 - 1436
  • [34] NaBH4/PhCO2H: AnEfficient system for Reductive Amination of Aldehydes
    Mohammadi, Nima
    Setamdideh, Davood
    ORIENTAL JOURNAL OF CHEMISTRY, 2015, 31 (04) : 2435 - 2437
  • [35] Reductions using ZrCl4/NaBH4:: A novel and efficient conversion of aromatic, aliphatic nitro compounds to primary amines
    Chary, KP
    Ram, SR
    Iyengar, DS
    SYNLETT, 2000, (05) : 683 - 685
  • [36] Crystal-to-crystal dihydrogen to covalent bonding transformation in NaBH4•THECN and NaBH4•THBCN
    Blanita, G
    Vlassa, M
    REVISTA DE CHIMIE, 2006, 57 (02): : 167 - 169
  • [37] REACTIONS OF THE SYNTHESIS TETRAHYDROBORATES OF ZIRCONIUM AND HAFNIUM USING NABH4
    VOLKOV, VV
    MYAKISHEV, KG
    IZVESTIYA SIBIRSKOGO OTDELENIYA AKADEMII NAUK SSSR SERIYA KHIMICHESKIKH NAUK, 1986, (04): : 68 - 72
  • [38] NABH4 AND PD ON CHARCOAL REDUCTION
    GOODWIN, B
    CHEMISTRY IN BRITAIN, 1978, 14 (03) : 116 - 116
  • [39] 用NaBH4或NaBH4/LiCl还原有机官能团
    单晓燕
    中国医药工业杂志, 1999, (07) : 17 - 17
  • [40] Understanding the Kinetics and Reduction of Methylene Blue Using NaBH4
    Patel, P.
    Maliekal, P. J.
    Lingayat, S.
    Badani, P. M.
    RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY B, 2022, 16 (05) : 869 - 876
12345