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

页码：1771 / 1776

页数：6

共 50 条

[11] DIASTEREOSELECTIVE NABH4 REDUCTIONS OF (DL) ALPHA-KETO ESTERS
BENHASSINE, B
GORSANE, M
PECHER, J
MARTIN, RH
BULLETIN DES SOCIETES CHIMIQUES BELGES, 1985, 94 (08): : 597 - 603
[12] ASYMMETRIC REDUCTIONS BY NABH4 OF KETONE BETA-CYCLODEXTRIN COMPLEXES
FORNASIER, R
RENIERO, F
SCRIMIN, P
TONELLATO, U
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (17): : 3209 - 3211
[13] CO2-Controlled Reductive Amination Reactions with NaBH4
Petersen, Allan R.
Lauridsen, Jerik Mathew Valera
Lee, Ji-Woong
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (47) : 7368 - 7372
[14] Convenient Reductive Amination of Aldehydes by NaBH4/Cation Exchange Resin
Setamdideh, Davood
Sepehraddin, Farhad
JOURNAL OF THE MEXICAN CHEMICAL SOCIETY, 2014, 58 (01) : 22 - 26
[15] Hydrogen release from solid state NaBH4
Urgnani, J.
Torres, F. J.
Palumbo, M.
Baricco, M.
INTERNATIONAL JOURNAL OF HYDROGEN ENERGY, 2008, 33 (12) : 3111 - 3115
[16] NABH4 REDUCTION OF KETONES IN THE SOLID-STATE
TODA, F
KIYOSHIGE, K
YAGI, M
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1989, 28 (03) : 320 - 321
[17] Dechlorination of polychlorobiphenyls using NaBH4 and NaBH4/LiCl at 120-310°C in glyme solvents
Pittman, CU
Yang, CM
JOURNAL OF HAZARDOUS MATERIALS, 2001, 82 (03) : 299 - 311
[18] Reductive amination of aldehydes and ketones to their corresponding amines with NaBH4 in micellar media
Alinezhad, H
Tajbakhsh, M
Salehian, F
MONATSHEFTE FUR CHEMIE, 2005, 136 (12): : 2029 - 2033
[19] Sulfated polyborate: A dual catalyst for the reductive amination of aldehydes and ketones by NaBH4
Ganwir, Prerna
Chaturbhuj, Ganesh
TETRAHEDRON LETTERS, 2021, 74
[20] Reductive Amination of Aldehydes and Ketones to Their Corresponding Amines with NaBH4 in Micellar Media
Heshmatollah Alinezhad
Mahmood Tajbakhsh
Fatemeh Salehian
Monatshefte für Chemie / Chemical Monthly, 2005, 136 : 2029 - 2033

← 1 2 3 4 5 →