Chan-Lam-Type C-N Cross-Coupling Reactions under Base-and Ligand-Free CuI-Zeolite Catalysis

被引：24

作者：

Garnier, Tony ^{[1
]}

Sakly, Randa ^{[1
,2
]}

Danel, Mathieu ^{[1
]}

Chassaing, Stefan ^{[1
]}

Pale, Patrick ^{[3
]}

机构：

[1] Univ Toulouse, Inst Technol Avancees Sci Vivant ITAV, CNRS, UPS, 1 Pl Pierre Potier, F-31106 Toulouse 1, France

[2] Univ Monastir, Fac Sci Monastir, LCOHPNR, Monastir, Tunisia

[3] Univ Strasbourg, CNRS, Lab Synthese React Organ & Catalyse LASYROC, Inst Chim,UMR7177, 4 Rue Blaise Pascal, F-67070 Strasbourg, France

来源：

SYNTHESIS-STUTTGART | 2017年 / 49卷 / 06期

关键词：

copper; zeolites; heterogeneous catalysis; cross-coupling; Chan-Lam reaction; C-N bond formation; ARYLBORONIC ACIDS; CLICK CHEMISTRY; COPPER; ARYLATION; PHENYL; AMINES;

D O I：

10.1055/s-0036-1588652

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various representative copper(I)-exchanged zeolites were investigated for their catalytic potential in Chan-Lam cross-coupling reactions. Cu-I-USY appeared as the best catalyst and proved to efficiently promote C-N cross-coupling processes under attractive, simple, and practical conditions, namely refluxing in methanol under air and without any base.

引用

页码：1223 / 1230

页数：8

共 50 条

[41] Synthesis of Fused Pyrrolo-napthridinone via Ligand-free Copper Catalysed Ullmann (C-N coupling) Type Reaction
Ramesh, Mekala
Srimannarayana, Malempati
LETTERS IN ORGANIC CHEMISTRY, 2024,
[42] Palladium on Charcoal as a Recyclable Catalyst for C-S Cross-Coupling of Thiols with Aryl Halides under Ligand-Free Conditions
Jiang, Zheng
She, Jin
Lin, Xufeng
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (16) : 2558 - 2562
[43] Computational Mechanistic Elucidation of C-N Cross-Coupling Reactions via Ligand-Enabled Au(I)/Au(III) Catalysis: Insights into Y-Arylation of Y-H Bonds (Y = N, C, O, S) Under Base-Free Conditions
Mohammadkhani, Leyla
Zhang, Ye
Stranger, Robert
Ariafard, Alireza
ORGANOMETALLICS, 2024, 43 (21) : 2831 - 2842
[44] Cu(OAc)2 promoted Chan-Evans-Lam C-N cross coupling reactions on the N- and N'-nitrogen atoms of sulfonimidamides with aryl boronic acids
Nandi, Ganesh C.
Kota, Sudhakar R.
Govender, Thavendran
Kruger, Hendrik G.
Arvidsson, Per I.
TETRAHEDRON, 2014, 70 (35) : 5428 - 5433
[45] Ni/Pd-catalyzed Suzuki-Miyaura cross-coupling of alcohols and aldehydes and C-N cross-coupling of nitro and amines via domino redox reactions: base-free, hydride acceptor-free
Kazemnejadi, Milad
Ahmed, Rebin Omer
Mahmoudi, Boshra
RSC ADVANCES, 2020, 10 (72) : 43962 - 43974
[46] Bis(NHC)-Pd-catalyzed one-pot competitive C-C*C-C, C-C*C-O, C-C*C-N, and C-O*C-N cross-coupling reactions on an aryl di-halide catalyzed by a homogenous basic ionic liquid (TAIm[OH]) under base-free, ligand-free, and solvent-free conditions
Zhu, Yanfang
Xu, Guiyang
Kazemnejadi, Milad
NEW JOURNAL OF CHEMISTRY, 2021, 45 (26) : 11662 - 11671
[47] Synthesis of phenothiazines via ligand-free CuI-catalyzed cascade C-S and C-N coupling of aryl ortho-dihalides and ortho-aminobenzenethiols
Dai, Chuan
Sun, Xiaofei
Tu, Xingzhao
Wu, Li
Zhan, Dan
Zeng, Qingle
CHEMICAL COMMUNICATIONS, 2012, 48 (43) : 5367 - 5369
[48] Ligand-free solid supported palladium(0) nano/microparticles promoted C-O, C-S, and C-N cross coupling reaction
Bandna
Guha, Nitul Ranjan
Shil, Arun K.
Sharma, Dharminder
Das, Pralay
TETRAHEDRON LETTERS, 2012, 53 (39) : 5318 - 5322
[49] A Co-Cu bimetallic magnetic nanocatalyst with synergistic and bifunctional performance for the base-free Suzuki, Sonogashira, and C-N cross-coupling reactions in water
Nasseri, Mohammad Ali
Rezazadeh, Zinat
Kazemnejadi, Milad
Allahresani, Ali
DALTON TRANSACTIONS, 2020, 49 (30) : 10645 - 10660
[50] Development and Mechanistic Investigations of a Base-Free Suzuki-Miyaura Cross-Coupling of α,α-Difluoroacetamides via C-N Bond Cleavage
Reina, Antonio
Krachko, Tetiana
Onida, Killian
Bouyssi, Didier
Jeanneau, Erwann
Monteiro, Nuno
Amgoune, Abderrahmane
ACS CATALYSIS, 2020, 10 (03) : 2189 - 2197

← 1 2 3 4 5 →