scholarly journals Metal-free selective mono-halodecarboxylation of heteroarenes under mild conditions

2018 ◽  
Vol 5 (6) ◽  
pp. 180333 ◽  
Author(s):  
Scott H. Henderson ◽  
Ryan A. West ◽  
Simon E. Ward ◽  
Mark A. Honey
Keyword(s):  
Carboxylic Acids ◽  
Toxic Metal ◽  
Metal Catalysts ◽  
Metal Free ◽  
Mild Conditions ◽  
Simple Protocol ◽  
Convenient Route

The halodecarboxylation of heteroarene carboxylic acids by treatment with N -bromosuccinimide or N -chlorosuccinimide was performed. This procedure provides a convenient route to synthetically useful mono-halogenated heteroarene intermediates such as halo-indoles, -aza-indoles, -indazoles and -aza-indazoles. The mild conditions employed and simple protocol provides an advantage over traditional halodecarboxylation procedures that require expensive and toxic metal catalysts, basic conditions, time-consuming intermediate isolation and elevated reaction temperatures.

scholarly journals Photocatalytic Synthesis of Tetra-Substituted Furans Promoted by Carbon Dioxide

2021 ◽  
Author(s):  
Ya-Ming Tian ◽  
Huaiju Wang ◽  
Ritu Ritu ◽  
Burkhard Koenig
Keyword(s):  
Carbon Dioxide ◽  
Transition Metal ◽  
Visible Light ◽  
Metal Free ◽  
Mild Conditions ◽  
Simple Protocol ◽  
Visible Light Driven ◽  
Substituted Furans ◽  
Photocatalytic Synthesis

We report a simple protocol for the transition metal-free, visible-light-driven conversion of 1,3-diketones to tetra-substituted furan skeleton compounds in carbon dioxide (CO2) atmosphere under mild conditions. It was found that...

C–H bond sulfonylation of anilines with the insertion of sulfur dioxide under metal-free conditions

2018 ◽  
Vol 54 (54) ◽  
pp. 7459-7462 ◽  
Author(s):  
Kaida Zhou ◽  
Jun Zhang ◽  
Lifang Lai ◽  
Jiang Cheng ◽  
Jiangtao Sun ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Metal Catalysts ◽  
Metal Free ◽  
Mild Conditions ◽  
Three Component Reaction

2-Sulfonylanilines are generated in moderate to good yields through a three-component reaction of anilines, DABCO·(SO2)2, and aryldiazonium tetrafluoroborates under mild conditions. No metal catalysts or additives are needed for this transformation.

scholarly journals Catalyst-Free, Metal-Free, and Chemoselective Transamidation of Activated Secondary Amides

Synthesis ◽  
2018 ◽  
Vol 51 (04) ◽  
pp. 921-932 ◽  
Author(s):  
Srinivasan Chandrasekaran ◽  
Rajagopal Ramkumar
Keyword(s):  
Amino Acids ◽  
The Other ◽  
Metal Free ◽  
Mild Conditions ◽  
Catalyst Free ◽  
Wide Range ◽  
Simple Protocol ◽  
Secondary Amides ◽  
Free Metal ◽  
Better Than

A simple protocol, which is catalyst-free, metal-free, and chemoselective, for transamidation of activated secondary amides in ethanol as solvent under mild conditions is reported. A wide range of amines, amino acids, amino alcohols, and the substituents, which are problematic in catalyzed transamidation, are tolerated in this methodology. The transamidation reaction was successfully extended to water as the medium as well. The present methodology appears to be better than the other catalyzed transamidations reported recently.

Metal-free insertion of sulfur dioxide with aryl iodides under ultraviolet irradiation: direct access to sulfonated cyclic compounds

2020 ◽  
Vol 7 (1) ◽  
pp. 14-18 ◽  
Author(s):  
Shengqing Ye ◽  
Kaida Zhou ◽  
Pornchai Rojsitthisak ◽  
Jie Wu
Keyword(s):  
Sulfur Dioxide ◽  
Ultraviolet Irradiation ◽  
Room Temperature ◽  
Direct Access ◽  
Metal Free ◽  
Mild Conditions ◽  
Aryl Iodides ◽  
Convenient Route ◽  
Cyclic Compounds ◽  
Allylic Bromide

Metal-free insertion of sulfur dioxide with aryl iodides and silyl enolates or allylic bromide under ultraviolet irradiation at room temperature is accomplished. This protocol provides a convenient route to sulfonated cyclic compounds under mild conditions.

Schiff-base molecules and COFs as metal-free catalysts or silver supports for carboxylation of alkynes with CO2

2021 ◽  
Author(s):  
Lin Zhang ◽  
Ran Bu ◽  
Xiao-yan Liu ◽  
Peng-fei Mu ◽  
En-Qing Gao
Keyword(s):  
Schiff Base ◽  
Transition Metal ◽  
Co2 Fixation ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Terminal Alkynes ◽  
Metal Free ◽  
Mild Conditions

Carboxylating terminal alkynes with CO2 to produce propiolic acids is an atom-economic and high-value route for CO2 fixation and utilization, but the conversion under mild conditions needs transition metal catalysts....

Transition-metal-free direct perfluoroalkylation of quinoline amides at C5 position through radical cross-coupling under mild conditions

2017 ◽  
Vol 4 (6) ◽  
pp. 1116-1120 ◽  
Author(s):  
Jun Xu ◽  
Li Qiao ◽  
Beibei Ying ◽  
Xiaolei Zhu ◽  
Chao Shen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Cross Coupling ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Low Energy ◽  
Metal Free ◽  
Mild Conditions

A simple low-energy and efficient method is established for the synthesis of C5-selective perfluoroalkylation quinolines in the absence of any transition metal catalysts.

Metal-free amidation of carboxylic acids with tertiary amines

RSC Advances ◽  
2016 ◽  
Vol 6 (65) ◽  
pp. 60287-60290 ◽  
Author(s):  
Wong Phakhodee ◽  
Sirilak Wangngae ◽  
Mookda Pattarawarapan
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amines ◽  
Metal Free ◽  
Mild Conditions

Combination of Ph3P and I2 with an appropriate reagent addition sequence could enable effective amidation of carboxylic acids with tertiary amines under mild conditions.

scholarly journals One Pot and Metal-Free Approach to 3-(2-Hydroxybenzoyl)-1-aza-anthraquinones

Molecules ◽  
2019 ◽  
Vol 24 (16) ◽  
pp. 3017
Author(s):  
Jiaqi Yuan ◽  
Qian He ◽  
Shanshan Song ◽  
Xiaofei Zhang ◽  
Zehong Miao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Inert Gas ◽  
One Pot ◽  
Metal Free ◽  
Mild Conditions ◽  
Anthraquinone Derivatives

Herein, a direct strategy to synthesize 3-(2-hydroxybenzoyl)-1-aza-anthraquinones with excellent efficiency, mild conditions, and benign functional group compatibility was reported. A variety of 3-formylchromone compounds were employed as compatible substrates and this protocol gave the 3-(2-hydroxybenzoyl)-1-aza-anthraquinone derivatives in good to excellent yields without inert gas and expensive transition metal catalysts. Some compounds displayed good anti-proliferative activities.

A Green and Convenient Route for the Regioselective Synthesis of New Substituted 3-Aryl-5H-indeno[1,2-c]pyridazines as Potential Monoamine Oxidase Type A Inhibitors

2017 ◽  
Vol 70 (6) ◽  
pp. 660 ◽  
Author(s):  
Mehdi Rimaz ◽  
Farkhondeh Aali ◽  
Behzad Khalili ◽  
Rolf H. Prager
Keyword(s):  
Monoamine Oxidase ◽  
Room Temperature ◽  
Toxic Metal ◽  
Type A ◽  
Metal Catalysts ◽  
One Pot ◽  
Three Component Reaction ◽  
New Strategy ◽  
Convenient Route ◽  
The One

Several indeno[1,2-c]pyridazines were efficiently synthesised using the one-pot, three-component reaction of substituted indanones, arylglyoxalmonohydrates, and hydrazine in the presence of 1,5-diazabicyclo[4,3,0]non-5-ene (DBN) in water at room temperature. These substituted 3-aryl indeno[1,2-c]pyridazines can be considered as potential monoamine oxidase type A (MAOA) inhibitors. The advantages of this new strategy are the novelty of the indenopyridazine derivatives, high regioselectivity, use of water as the solvent, no requirement for toxic metal catalysts, and good to excellent yields.

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

2021 ◽  
Vol 19 (1) ◽  
pp. 273-278
Author(s):  
Göran Schulz ◽  
Andreas Kirschning
Keyword(s):  
Carboxylic Acids ◽  
Solvent System ◽  
Radical Scavenger ◽  
Synthetic Approach ◽  
Metal Free ◽  
System P

The oxidative radical decarboxylation of carboxylic acids with TEMPO as radical scavenger in a biphasic solvent system is reported which is successfully used in a new synthetic approach for the antidepressants indatraline.

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