Highly efficient and practical phosphoramidite–copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles

Tetrahedron ◽  
2006 ◽  
Vol 62 (18) ◽  
pp. 4435-4443 ◽  
Author(s):  
Zhanjin Zhang ◽  
Jincheng Mao ◽  
Di Zhu ◽  
Fan Wu ◽  
Huilin Chen ◽  
...  
Keyword(s):  
Copper Catalysts ◽  
Highly Efficient ◽  
Aryl Iodides

Highly Efficient and Practical Phosphoramidite—Copper Catalysts for Amination of Aryl Iodides and Heteroaryl Bromides with Alkylamines and N(H)-Heterocycles.

ChemInform ◽  
2006 ◽  
Vol 37 (34) ◽  
Author(s):  
Zhanjin Zhang ◽  
Jincheng Mao ◽  
Di Zhu ◽  
Fan Wu ◽  
Huilin Chen ◽  
...  
Keyword(s):  
Copper Catalysts ◽  
Highly Efficient ◽  
Aryl Iodides

Intramolecular Diels–Alder Reactions of Oxazoles, Imidazoles, and Thiazoles

Synthesis ◽  
2020 ◽  
Author(s):  
Peter Wipf ◽  
Thanh T. Nguyen
Keyword(s):  
Natural Products ◽  
Lewis Acid ◽  
Acid Catalysis ◽  
Copper Catalysts ◽  
Diels Alder ◽  
Synthetic Approach ◽  
Highly Efficient ◽  
Intramolecular Cycloadditions ◽  
Western Segment ◽  
Target Molecules

AbstractThe development of the intramolecular Diels–Alder cycloaddition­ of azole heterocycles, i.e. oxazoles (IMDAO), imidazoles (IMDAI), and thiazoles (IMDAT), has had a significant impact on the efficient preparation of heterocyclic intermediates and natural products. In particular, highly efficient and versatile IMDAO reactions have been utilized as a key step in several synthetic schemes to provide alkaloids and terpenoid target molecules. More limited studies have been performed on IMDAI and IMDAT cycloadditions. Some drawbacks, such as the occasionally­ challenging preparation of IMDA precursors, are also highlighted in this review. Perspectives are provided on how IMDAI and IMDAT­ transformations can be further expanded for target-directed syntheses.1 Introduction2 Oxazoles2.1 IMDAO Approaches to Furanosesquiterpenes and Furanosteroids2.1.1 Syntheses of Highly Oxygenated Sesquiterpenes2.1.2 Syntheses of (±)-Gnididione and (±)-Isognididione2.1.3 Synthesis of (±)-Stemoamide2.1.4 Synthesis of (±)-Paniculide A2.1.5 Syntheses of (+)- and (–)-Norsecurinine2.1.6 Synthesis of Evodone2.1.7 Syntheses of (±)-Ligularone and (±)-Petasalbine2.1.8 Syntheses of Imerubrine, Isoimerubrine, and Grandirubrine2.1.9 Syntheses of Furanosteroids2.1.10 Syntheses of Substituted Indolines and Tetrahydroquinolines2.2 IMDAO Approaches to Pyridines: the Kondrat’eva Reaction2.2.1 Syntheses of Suaveoline and Norsuaveoline2.2.2 Synthesis of Eupolauramine2.2.3 Syntheses of (–)-Plectrodorine and (+)-Oxerine2.2.4 Synthesis of Amphimedine2.2.5 Synthetic Approach to the Western Segment of Haplophytine2.2.6 Synthesis of Marinoquinoline A2.2.6.1 IMDAO Approach to Marinoquinoline A2.2.6.2 Scope of Allenyl IMDAO Cycloaddition2.3 Lewis Acid Catalysis in IMDAO Reactions2.3.1 Effects of Europium Catalysts on IMDAO Reactions2.3.2 Effects of Copper Catalysts on IMDAO Reactions3 Imidazoles 4 Thiazoles4.1 Syntheses of Menthane and Eremophilane4.2 Further Comments on the Intramolecular Cycloadditions of Thiocarbonyl Ylides5 Conclusions and Outlook

A highly efficient copper and ligand free protocol for the room temperature Sonogashira reaction

RSC Advances ◽  
2015 ◽  
Vol 5 (1) ◽  
pp. 16-19 ◽  
Author(s):  
Ankur Gogoi ◽  
Anindita Dewan ◽  
Utpal Bora
Keyword(s):  
Catalytic System ◽  
Room Temperature ◽  
Sonogashira Reaction ◽  
Highly Efficient ◽  
Aryl Iodides ◽  
Ligand Free

A mild and efficient catalytic system based on PdCl2 and Na2SO4 has been developed for the Sonogashira reaction of aryl iodides at room temperature.

Supported copper catalysts for highly efficient hydrogenation of biomass-derived levulinic acid and γ-valerolactone

2016 ◽  
Vol 18 (5) ◽  
pp. 1287-1294 ◽  
Author(s):  
Qing Xu ◽  
Xinglong Li ◽  
Tao Pan ◽  
Chuguo Yu ◽  
Jin Deng ◽  
...  
Keyword(s):  
Levulinic Acid ◽  
Copper Catalysts ◽  
Direct Conversion ◽  
Highly Efficient ◽  
Chemoselective Hydrogenation ◽  
Supported Copper Catalysts

Direct conversion of cellulose-derived levulinic acid into γ-valerolactone and γ-valerolactone into 1,4-pentanediol was carried out by chemoselective hydrogenation catalyzed through supported copper-catalysts.

ChemInform Abstract: Highly Efficient C-SeCF3Coupling of Aryl Iodides Enabled by an Air-Stable Dinuclear PdICatalyst.

ChemInform ◽  
2016 ◽  
Vol 47 (3) ◽  
Author(s):  
Marialuisa Aufiero ◽  
Theresa Sperger ◽  
Althea S.-K. Tsang ◽  
Franziska Schoenebeck
Keyword(s):  
Highly Efficient ◽  
Aryl Iodides

Highly efficient synthesis of dimethyl carbonate over copper catalysts supported on resin-derived carbon microspheres

2019 ◽  
Vol 207 ◽  
pp. 1060-1071 ◽  
Author(s):  
Jinxian Zhao ◽  
Ruina Shi ◽  
Yanhong Quan ◽  
Junjie Liu ◽  
Juan Wang ◽  
...  
Keyword(s):  
Dimethyl Carbonate ◽  
Copper Catalysts ◽  
Carbon Microspheres ◽  
Efficient Synthesis ◽  
Highly Efficient

A highly efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride leading to primary arylamines

2017 ◽  
Vol 41 (6) ◽  
pp. 315-320 ◽  
Author(s):  
Xue Huang ◽  
Ruian Xiao ◽  
Chongren You ◽  
Tao Yan ◽  
Mingzhong Cai
Keyword(s):  
Copper Complex ◽  
Cascade Reaction ◽  
Highly Efficient ◽  
Aryl Iodides ◽  
Reaction Solution ◽  
Simple Filtration ◽  
Mcm 41

A highly efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride was achieved in DMF in the presence of 10 mol% of an MCM-41-immobilised L-proline-copper(I) complex (MCM-41-L-proline-CuI) with Cs2CO3 as base, yielding a variety of primary arylamines in good to excellent yields. The new heterogeneous copper complex can be easily prepared from commercially readily available and inexpensive reagents, recovered by a simple filtration of the reaction solution and used at least seven more times without any decrease in activity.

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