scholarly journals Regioselective chlorination and bromination of unprotected anilines under mild conditions using copper halides in ionic liquids

2012 ◽  
Vol 8 ◽  
pp. 744-748 ◽  
Author(s):  
Han Wang ◽  
Kun Wen ◽  
Nurbiya Nurahmat ◽  
Yan Shao ◽  
He Zhang ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Para Position ◽  
Mild Conditions ◽  
High Yields ◽  
Copper Halides

By using ionic liquids as solvents, the chlorination or bromination of unprotected anilines at the para-position can be achieved in high yields with copper halides under mild conditions, without the need for potentially hazardous operations such as supplementing oxygen or gaseous HCl.

Novel Brønsted Acidic Ionic Liquids Based on Benzimidazolium Cation: Synthesis and Catalyzed Conjugate Addition of Indoles with α,β-unsaturated Ketones

2011 ◽  
Vol 233-235 ◽  
pp. 977-984
Author(s):  
Bin Wang ◽  
Chen Jiang Liu
Keyword(s):  
Ionic Liquids ◽  
Michael Addition ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Michael Addition Reaction ◽  
Unsaturated Ketones ◽  
Mild Conditions ◽  
Acidic Ionic Liquids ◽  
High Yields ◽  
The Michael Addition

Brønsted acidic ionic liquids based on benzimidazolium cation was synthesized and employed as an efficient catalysts for the Michael addition reaction of indoles to α,β-unsaturated ketones under mild conditions to afford the corresponding conjugate addition products in high yields (90%-98%). The catalyst 1-butyl-3-(3-sulfopropyl)benzimidazolium p-toluenesulfonate ([PSbbim][p-CH3PhSO3]) could be reused at least three times without a noticeably decrease in its activity.

Enantioselective Friedel - Crafts Reactions of Aromatic Amines with Ethyl Glyoxylate in Pyridinium-Based Ionic Liquids

2006 ◽  
Vol 59 (7) ◽  
pp. 468 ◽  
Author(s):  
Sanjay V. Malhotra ◽  
Ying Xiao
Keyword(s):  
Ionic Liquids ◽  
Reaction Time ◽  
Metal Complexes ◽  
Reaction Temperature ◽  
Aromatic Amines ◽  
Reaction Parameters ◽  
Chiral Catalysts ◽  
Mild Conditions ◽  
Solvent Systems ◽  
High Yields

The Friedel–Crafts reactions of aromatic amines with ethyl glyoxylate in pyridinium-based ionic liquids (ILs) are investigated using 2,2′-dihydroxy-1,1′-binaphthyl (BINOL) metal complexes as chiral catalysts. Reaction parameters such as the catalyst–IL compositions, reactant compositions, reaction time, and reaction temperature are studied. High yields and excellent enantioselectivities are achieved under the relatively mild conditions. The ILs can also be recycled and reused as opposed to traditional solvent systems.

scholarly journals Electrochemical multicomponent synthesis of 4-selanylpyrazoles under catalyst- and chemical-oxidant-free conditions

2021 ◽  
Author(s):  
Yan Wu ◽  
Jin-Yang Chen ◽  
Jing Ning ◽  
Xue Jiang ◽  
Jie Deng ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Raw Materials ◽  
Multicomponent Synthesis ◽  
Mild Conditions ◽  
Simple Protocol ◽  
High Yields

An electrochemical multicomponent reaction was established under catalyst-, chemical-oxidant-free and mild conditions, which provides an eco-friendly and simple protocol for constructing 4-selanylpyrazoles from easily available raw materials with high yields.

scholarly journals Synthesis of 4-Substituted-1,2-Dihydroquinolines by Means of Gold-Catalyzed Intramolecular Hydroarylation Reaction of N-Ethoxycarbonyl-N-Propargylanilines

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3366
Author(s):  
Antonio Arcadi ◽  
Andrea Calcaterra ◽  
Giancarlo Fabrizi ◽  
Andrea Fochetti ◽  
Antonella Goggiamani ◽  
...  
Keyword(s):  
Building Blocks ◽  
Fine Tuning ◽  
Para Position ◽  
Cyclization Product ◽  
Synthetic Route ◽  
Substituted Anilines ◽  
Novel Approach ◽  
High Yields

An alternative Au(I)-catalyzed synthetic route to functionalized 1,2-dihydroquinolines is reported. This novel approach is based on the use of N-ethoxycarbonyl protected-N-propargylanilines as building blocks that rapidly undergo the IMHA reaction affording the 6-endo cyclization product in good to high yields. In the presence of N-ethoxycarbonyl-N-propargyl-meta-substituted anilines, the regiodivergent cyclization at the ortho-/para-position is achieved by the means of catalyst fine tuning.

Hypervalent Iodine-Mediated Beckmann Rearrangement of Ketoximes

Synlett ◽  
2018 ◽  
Vol 29 (11) ◽  
pp. 1465-1468 ◽  
Author(s):  
Tomohiro Maegawa ◽  
Yasuyoshi Miki ◽  
Ryohei Oishi ◽  
Kazutoshi Segi ◽  
Hiromi Hamamoto ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Beckmann Rearrangement ◽  
Hypervalent Iodine ◽  
Mild Conditions ◽  
High Yields

We developed a Beckmann rearrangement employing hypervalent iodine reagent under mild conditions. The reaction of ketoxime with hypervalent iodine afforded the corresponding ketone, but premixing of hypervalent iodine and a Lewis acid was effective for promoting Beckmann rearrangement. Aromatic and aliphatic ketoximes were converted into their corresponding amides in good to high yields.

Hydrogen bonding-catalysed alcoholysis of propylene oxide at room temperature

2021 ◽  
Author(s):  
Yueting Xu ◽  
Yanfei Zhao ◽  
Fengtao Zhang ◽  
Yuepeng Wang ◽  
Ruipeng Li ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Ionic Liquids ◽  
Propylene Oxide ◽  
Room Temperature ◽  
Glycol Ethers ◽  
High Yields

Alcoholysis of propylene oxide is achieved over azolate ionic liquids at room temperature by hydrogen-bonding catalysis, accessing glycol ethers in moderate to high yields with selectivity of >99%.

scholarly journals Efficient transformation of CO2 to cyclic carbonates using bifunctional protic ionic liquids under mild conditions

2019 ◽  
Vol 21 (12) ◽  
pp. 3456-3463 ◽  
Author(s):  
Xianglei Meng ◽  
Zhaoyang Ju ◽  
Suojiang Zhang ◽  
Xiaodong Liang ◽  
Nicolas von Solms ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
High Activity ◽  
Cyclic Carbonates ◽  
Protic Ionic Liquids ◽  
Mild Conditions ◽  
Efficient Transformation ◽  
Mild Temperature

Bifunctional protic ionic liquids were prepared and they showed high activity for conversion of CO2 with epoxides at mild temperature (30–50 °C) and 1 bar CO2.

Ligand-Free Nickel-Catalyzed Reductive Allylic Defluorinative Cross-Coupling of α-Trifluoromethyl Alkenes with Epoxides

Synlett ◽  
2020 ◽  
Author(s):  
Chuan Wang ◽  
Zhiyang Lin ◽  
Yun Lan
Keyword(s):  
Ring Opening ◽  
Cross Coupling ◽  
Proton Donor ◽  
Mild Conditions ◽  
Ligand Free ◽  
High Yields ◽  
Radical Type

We report a reductive allylic defluorinative reaction of α-trifluoromethyl alkenes with terminal epoxides, which consists of an iodide-mediated regioselective ring opening and a nickel-catalyzed radical-type cross-coupling, providing diverse tertiary gem-difluorobishomoallylic alcohols in moderate to high yields. Notably, this reaction is conducted under mild conditions and requires no external ligand or proton donor.

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