Metal-Free Direct Construction of SulfonamidesviaIodine- Mediated Coupling Reaction of Sodium Sulfinates and Amines at Room Temperature

2015 ◽  
Vol 357 (5) ◽  
pp. 987-992 ◽  
Author(s):  
Wei Wei ◽  
ChunLi Liu ◽  
Daoshan Yang ◽  
Jiangwei Wen ◽  
Jinmao You ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Direct Construction ◽  
Metal Free

ChemInform Abstract: Metal-Free Direct Construction of Sulfonamides via Iodine-Mediated Coupling Reaction of Sodium Sulfinates and Amines at Room Temperature.

ChemInform ◽  
2015 ◽  
Vol 46 (30) ◽  
pp. no-no
Author(s):  
Wei Wei ◽  
ChunLi Liu ◽  
Daoshan Yang ◽  
Jiangwei Wen ◽  
Jinmao You ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Direct Construction ◽  
Metal Free

An Iodide-Mediated Transition-Metal-Free Strategy towards Unsymmetrical Diaryl Sulfides via Arylhydrazines and Thiols

Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 727-734 ◽  
Author(s):  
Farnaz Jafarpour ◽  
Mohammad Asadpour ◽  
Meysam Azizzade ◽  
Mehran Ghasemi ◽  
Saideh Rajai-Daryasarei
Keyword(s):  
Transition Metal ◽  
Room Temperature ◽  
Bond Formation ◽  
Antidepressant Drug ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Potential Utility ◽  
Metal Free ◽  
Cross Coupling Reaction ◽  
High Yields

A mild, scalable iodine-mediated oxidative cross-coupling reaction of arylhydrazines and thiols for construction of thioethers (sulfides) in the absence of any transition metals or photocatalysts is disclosed. A variety of unsymmetrical diaryl sulfides with broad substrate scope both on thiols and hydrazines were synthesized in high yields in water at room temperature. Furthermore, to demonstrate the utility of the protocol, the above C–S bond formation was applied in the synthesis of the key structure of vortioxetine as an antidepressant drug. The gram-scale outcome also added to the potential utility of this protocol.

Ultrasound accelerated expedient and eco-friendly synthesis of aryl sulfonates using I2 as catalyst at ambient conditions

2021 ◽  
Vol 18 ◽  
Author(s):  
Sha Zhu ◽  
Bin-Bin Wang ◽  
Mei-Chen Tan ◽  
Xiaofu Qian ◽  
Shengneng Ying ◽  
...  
Keyword(s):  
Energy Saving ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Ambient Conditions ◽  
Metal Free ◽  
Mild Conditions ◽  
Efficient Construction ◽  
Ultrasound Assisted

: By using an energy-saving and eco-friendly approach for the efficient construction of aryl sulfonates through ultrasound-assisted coupling reaction of readily sodium sulfinates with N-hydroxyphthalimide was developed under metal-free and mild conditions within 10 min at room temperature.

KIO3-catalyzed cross dehydrogenative coupling reaction: sulfenylation of phenol and arylamine derivatives in water at room temperature

2019 ◽  
Vol 17 (4) ◽  
pp. 830-834 ◽  
Author(s):  
Dulin Kong ◽  
Tiao Huang ◽  
Min Liang ◽  
Mingshu Wu ◽  
Qiang Lin
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Metal Free ◽  
Dehydrogenative Coupling

A metal-free direct sulfenylation of phenol and arylamine derivatives with various heterocyclic thiols and thiones using a cross dehydrogenative coupling protocol in water at room temperature has been developed.

Metal-Free Nitration of the C(sp 3 )−H Bonds of 2-Oxindoles through Radical Coupling Reaction at Room Temperature

2017 ◽  
Vol 359 (20) ◽  
pp. 3551-3554 ◽  
Author(s):  
Wen-Ting Wei ◽  
Wen-Ming Zhu ◽  
Wei-Wei Ying ◽  
Yi-Ning Wang ◽  
Wen-Hui Bao ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Metal Free ◽  
Radical Coupling ◽  
Radical Coupling Reaction

Facile Synthesis of π-Conjugated Heteroaromatic Compounds via Weak-Base-Promoted Transition-Metal-Free C–N Coupling

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 1096-1102
Author(s):  
Takahiro Senoo ◽  
Aiko Inoue ◽  
Keiji Mori
Keyword(s):  
Low Temperature ◽  
Transition Metal ◽  
Tertiary Amine ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Weak Base ◽  
Facile Synthesis ◽  
Heteroaromatic Compounds ◽  
Metal Free ◽  
Snar Reaction

A K2CO3-promoted transition-metal-free C–N coupling reaction was developed. When a solution of 1-(2-aminophenyl)-8-iodo­naphthalenes in DMSO was treated with 2.5 equivalents of K2CO3 and 5.0 equivalents of MeI, intramolecular C–N coupling reaction proceeded smoothly even at low temperature (room temperature) to afford various heteroaromatic compounds in good chemical yields. Additional experiments suggested that this reaction might have proceeded through an unusual SNAr reaction between haloarenes and a bulky tertiary amine moiety.

scholarly journals Metal-free oxidative cross-coupling enabled practical synthesis of atropisomeric QUINOL and its derivatives

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Peng-Ying Jiang ◽  
Kai-Fang Fan ◽  
Shaoyu Li ◽  
Shao-Hua Xiang ◽  
Bin Tan
Keyword(s):  
Asymmetric Catalysis ◽  
Kinetic Resolution ◽  
Academic Research ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Industrial Applications ◽  
Lewis Base ◽  
Production Costs ◽  
Metal Free ◽  
Base Catalysts

AbstractAs an important platform molecule, atropisomeric QUINOL plays a crucial role in the development of chiral ligands and catalysts in asymmetric catalysis. However, efficient approaches towards QUINOL remain scarce, and the resulting high production costs greatly impede the related academic research as well as downstream industrial applications. Here we report a direct oxidative cross-coupling reaction between isoquinolines and 2-naphthols, providing a straightforward and scalable route to acquire the privileged QUINOL scaffolds in a metal-free manner. Moreover, a NHC-catalyzed kinetic resolution of QUINOL N-oxides with high selectivity factor is established to access two types of promising axially chiral Lewis base catalysts in optically pure forms. The utility of this methodology is further illustrated by facile transformations of the products into QUINAP, an iconic ligand in asymmetric catalysis.

Metal-free visible-light-induced aerobic oxidation of α-diazoesters leading to α-ketoesters in air

2021 ◽  
Author(s):  
Ruisheng Liu ◽  
Qishun Liu ◽  
Haoran Meng ◽  
Hongyu Ding ◽  
Jindong Hao ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Aerobic Oxidation ◽  
Metal Free

A metal-free and visible-light-induced strategy has been established for the construction of α-ketoesters via aerobic oxidation of α-diazoesters with dioxygen in air at room temperature.

Sign in / Sign up

Export Citation Format

Share Document