Sulfated tungstate catalyzed selective N-monoalkylation of primary amines with alcohol

被引：24

作者：

Pathare, Sagar P. ^{[1
]}

Akamanchi, Krishnacharya G. ^{[1
]}

机构：

[1] Inst Chem Technol, Dept Pharmaceut Sci & Technol, Bombay 400019, Maharashtra, India

来源：

APPLIED CATALYSIS A-GENERAL | 2013年 / 452卷

关键词：

N-monoalkylation; Sulfated tungstate; Heterogeneous catalysis; Amines; Alcohol; BORROWING HYDROGEN; HETEROAROMATIC AMINES; BENZYL ALCOHOLS; ALKYLATION; SULFONAMIDES; AMINATION; SUBSTITUTION; AMIDATION; GREEN;

D O I：

10.1016/j.apcata.2012.11.017

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We have developed an environmentally benign protocol for N-monoalkylation of primary amines with alcohols using sulfated tungstate as heterogeneous catalyst. Elimination of formation of overalkylated amines as by-products, use of alcohols as alkylating agent has resulted in high atom-economy transformation. In addition efficient, mild reaction conditions, easy product isolation and reusability of the catalyst are attractive features. The developed protocol has been successfully applied for N-monoalkylation of aromatic as well aliphatic amines with different alcohols. (c) 2012 Elsevier B.V. All rights reserved.

引用

页码：29 / 33

页数：5

共 50 条

[41] An unprecedented cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides
Zhang, Qian
Li, Juanjuan
Li, Jiale
Yuan, Songdong
Li, Dong
TETRAHEDRON LETTERS, 2020, 61 (41)
[42] MONOALKYLATION OF PRIMARY ALIPHATIC-AMINES VIA "N-ALKYL-N-(ALKYLTHIOMETHYL)AMMONIUM CHLORIDES - EVIDENCE FOR THE FORMATION OF STABLE N-METHYLENEALKYLAMINES
BARLUENGA, J
BAYON, AM
ASENSIO, G
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (07) : 427 - 428
[43] Ruthenium Catalyzed N-Alkylation of Cyclic Amines with Primary Alcohols
Savela, Risto
Vogt, Dieter
Leino, Reko
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (20) : 3030 - 3040
[44] Primary amines from lignocellulose by direct amination of alcohol intermediates, catalyzed by RANEY® Ni
Wu, Xianyuan
De Bruyn, Mario
Barta, Katalin
CATALYSIS SCIENCE & TECHNOLOGY, 2022, 12 (19) : 5908 - 5916
[45] SELECTIVE N-MONOMETHYLATION OF PRIMARY AMINES VIA N-TRIALKYLSILYL-LITHIOAMINES
CALVERLEY, MJ
SYNTHETIC COMMUNICATIONS, 1983, 13 (07) : 601 - 609
[46] Recyclable Silver-Catalyzed Selective Hydrogenation of Imides to Primary Amines via Dual C-N Bond Cleavage
Liu, Xinrui
Wu, Chenfei
Bai, Peizhi
Miao, Yulong
Hu, Yue
Xie, Yinjun
ORGANIC LETTERS, 2023, 25 (17) : 3066 - 3071
[47] Reusable Nickel Nanoparticles-Catalyzed Reductive Amination for Selective Synthesis of Primary Amines
Murugesan, Kathiravan
Beller, Matthias
Jagadeesh, Rajenahally, V
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (15) : 5064 - 5068
[48] IRIDIUM-CATALYZED N-HETEROCYCLIZATION OF PRIMARY AMINES WITH DIOLS: N-BENZYLPIPERIDINE
Fujita, Ken-ichi
Enoki, Youichiro
Yamaguchi, Ryohei
ORGANIC SYNTHESES, 2006, 83 : 217 - +
[49] Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions
Ingale, Ajit P.
Shinde, Sandeep, V
Thorat, Nitin M.
SYNTHETIC COMMUNICATIONS, 2021, 51 (16) : 2528 - 2543
[50] Oxidation of primary amines to N-monoalkylhydroxylamines using sodium tungstate and hydrogen peroxide-urea complex
Heydari, A
Aslanzadeh, S
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (09) : 1223 - 1225

← 1 2 3 4 5 →