Efficient one-pot transformation of aminoarenes to haloarenes using halodimethylisulfonium halides generated in situ

2005 ◽  
Vol 83 (3) ◽  
pp. 213-219 ◽  
Author(s):  
Woonphil Baik ◽  
Wanqiang Luan ◽  
Hyun Joo Lee ◽  
Cheol Hun Yoon ◽  
Sangho Koo ◽  
...  
Keyword(s):  
Aromatic Amines ◽  
Environmental Pollutants ◽  
Aryl Halides ◽  
Nitrite Ion ◽  
One Pot ◽  
Aryl Chlorides ◽  
Step Procedure ◽  
One Step ◽  
Copper Halides

Halodimethylsulfonium halide 1, which is readily formed in situ from hydrohaloic acid and DMSO, is a good nucleophilic halide. This activated nucleophilic halide rapidly converts aryldiazonium salt prepared in situ by the same hydrohaloic acid and nitrite ion to aryl chlorides, bromides, or iodides in good yield. The combined action of nitrite ion and hydrohaloic acid in DMSO is required for the direct transformation of aromatic amines, which results in the production of aryl halides within 1 h. Substituted compounds with electron-donating or -withdrawing groups or sterically hindered aromatic amines are also smoothly transformed to the corresponding aromatic halides. The only observed by-product is the deaminated arene (usually <7%). The isolated aryldiazonium salts can also be converted to the corresponding aryl halides using 1. The present method offers a facile, one-step procedure for transforming aminoarenes to haloarenes and lacks the environmental pollutants that usually accompany the Sandmeyer reaction using copper halides. Key words: aminoarenes, haloarenes, halodimethylsulfonium halide, halogenation, amination.

scholarly journals Microwave-Assisted Vacuum Synthesis of TiO2 Nanocrystalline Powders in One-Pot, One-Step Procedure

Nanomaterials ◽  
2021 ◽  
Vol 12 (1) ◽  
pp. 149
Author(s):  
Enrico Paradisi ◽  
Roberto Rosa ◽  
Giovanni Baldi ◽  
Valentina Dami ◽  
Andrea Cioni ◽  
...  
Keyword(s):  
Photocatalytic Activity ◽  
Sol Gel ◽  
Reaction Medium ◽  
Process Intensification ◽  
Nanocrystalline Powders ◽  
Fast Heating ◽  
One Pot ◽  
Nanoparticle Suspension ◽  
Step Procedure ◽  
One Step

A new method for fast and simple synthesis of crystalline TiO2 nanoparticles with photocatalytic activity was developed by carrying out a classic sol–gel reaction directly under vacuum. The use of microwaves for fast heating of the reaction medium further reduces synthesis times. When the solvent is completely removed by vacuum, the product is obtained in the form of a powder that can be easily redispersed in water to yield a stable nanoparticle suspension, exhibiting a comparable photocatalytic activity with respect to a commercial product. The present methodology can, therefore, be considered a process intensification procedure for the production of nanotitania.

scholarly journals CuI-Catalyzed: One-Pot Synthesis of Diaryl Disulfides from Aryl Halides and Carbon Disulfide

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Mohammad Soleiman-Beigi ◽  
Azadeh Izadi
Keyword(s):  
Carbon Disulfide ◽  
Aryl Halides ◽  
One Pot ◽  
One Pot Synthesis ◽  
Air Atmosphere

A new application of carbon disulfide in the presence of KF/Al2O3is reported for the synthesis of organic symmetrical diaryl disulfides. These products were synthesized by one-pot reaction of aryl halides with thein situgenerated trithiocarbonate ion in the presence of copper under air atmosphere.

scholarly journals Catalytic β-Bromohydroxylation of Natural Terpenes: Useful Intermediates for the Synthesis of Terpenic Epoxides

2019 ◽  
Vol 2019 ◽  
pp. 1-8 ◽  
Author(s):  
Saadia Oubaassine ◽  
Angela Köckritz ◽  
Reinhard Eckelt ◽  
Andreas Martin ◽  
Mustapha Ait Ali ◽  
...  
Keyword(s):  
Room Temperature ◽  
Reaction Conditions ◽  
Step Procedure ◽  
One Step

In a one-step procedure, various β-bromoalcohols were synthesized from natural terpenes in good to excellent yields. Using different catalysts, the reaction was carried out at room temperature, with H2O as nucleophile and N-bromosuccinimide as a bromine source under mild reaction conditions. The synthesized β-bromoalcohols were subsequently converted in situ to the corresponding epoxides in good yields.

scholarly journals One-Step Synthesis of Acylboron Compounds via Cu-Catalyzed Carbonylative Borylation of Alkyl Halides

2020 ◽  
Author(s):  
Cheng Li-Jie ◽  
Zhao Siling ◽  
Neal Mankad
Keyword(s):  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Mechanistic Studies ◽  
Acyl Halide ◽  
Reaction Conditions ◽  
One Pot ◽  
One Step ◽  
High Yields ◽  
Tertiary Alkyl

A Cu-catalyzed carbonylative borylation of unactivated alkyl halides has been developed, enabling efficient synthesis of aliphatic potassium acyltrifluoroborates (KATs) in high yields by treating the in-situ formed tetracoordinated acylboron intermediates with aqueous KHF2. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary and tertiary alkyl halides are all applicable. In addition, this method also provides facile access to N-methyliminodiacetyl (MIDA) acylboronates as well as α-methylated potassium acyltrifluoroborates in a one-pot manner. Mechanistic studies indicate a radical atom transfer carbonylation (ATC) mechanism to form acyl halide intermediates that are subsequently borylated by (NHC)CuBpin.<br>

scholarly journals 1-(4-Nitrophenyl)-1H-1,2,3-Triazole-4-carbaldehyde: Scalable Synthesis and Its Use in the Preparation of 1-Alkyl-4-Formyl-1,2,3-triazoles

Organics ◽  
2021 ◽  
Vol 2 (4) ◽  
pp. 404-414
Author(s):  
Tomas Opsomer ◽  
Kaat Valkeneers ◽  
Ana Ratković ◽  
Wim Dehaen
Keyword(s):  
One Pot ◽  
Complete Hydrolysis ◽  
One Step ◽  
Synthetic Intermediates ◽  
Cornforth Rearrangement ◽  
Scalable Synthesis ◽  
The One ◽  
Novel Applications ◽  
Hydrolysis Of

1,2,3-Triazole-4-carbaldehydes are useful synthetic intermediates which may play an important role in the discovery of novel applications of the 1,2,3-triazole moiety. In this work, a one-step multigram scale synthesis of 4-formyl-1-(4-nitrophenyl)-1H-1,2,3-triazole (FNPT) as a preferred reagent for the synthesis of 1-alkyl-4-formyltriazoles is described, making use of the commercially available 3-dimethylaminoacrolein and 4-nitrophenyl azide. Next, the earlier reported reaction of FNPT with alkylamines is further explored, and for hexylamine, the one-pot sequential cycloaddition and Cornforth rearrangement is demonstrated. In addition, a useful protocol for the in situ diazotization of 4-nitroaniline is provided. This facilitated the complete hydrolysis of rearranged 4-iminomethyl-1,2,3-triazoles and allowed for the recycling of 4-nitrophenyl azide.

Fast one-step procedure for the detection of nucleic acids in situ by primer-induced sequence-specific labeling with fluorescein-12-dUTP

1992 ◽  
Vol 60 (1) ◽  
pp. 1-3 ◽  
Author(s):  
J. Koch ◽  
J. Mogensen ◽  
S. Pedersen ◽  
H. Fischer ◽  
J. Hindkj&aelig;r ◽  
...  
Keyword(s):  
Nucleic Acids ◽  
Step Procedure ◽  
One Step

ChemInform Abstract: One-Pot Negishi Cross-Coupling Reactions of in situ Generated Zinc Reagents with Aryl Chlorides, Bromides, and Triflates.

ChemInform ◽  
2009 ◽  
Vol 40 (5) ◽  
Author(s):  
Shohei Sase ◽  
Milica Jaric ◽  
Albrecht Metzger ◽  
Vladimir Malakhov ◽  
Paul Knochel
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
One Pot ◽  
Aryl Chlorides ◽  
Cross Coupling Reactions

scholarly journals Mesoporous SiO2-Supported Pt Nanoparticles for Catalytic Application

2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Yingze Cao ◽  
Wentao Zhai ◽  
Xiang Zhang ◽  
Shuxi Li ◽  
Lin Feng ◽  
...  
Keyword(s):  
Pt Nanoparticles ◽  
Load Ratio ◽  
Catalytic Performance ◽  
One Pot ◽  
Oxide Supports ◽  
Catalytic Application ◽  
Reduce Agent ◽  
One Step ◽  
Mesoporous Sio2

SiO2 nanoparticles have been synthesized by combining Stober’s method and nonsurfactant process. The diameters and pore sizes can be controlled by altering the template and its concentration. Mesoporous SiO2 obtained this way has extremely large surface area compared with most oxide supports, which benefits the catalytic performance. Pt nanoparticles were in situ grown on and in mesoporous SiO2 nanoparticles with low amount of the metal and high load ratio. Furthermore, we firstly developed a novel route, called “one-pot” method, to prepare Pt/SiO2 catalyst where mesoporous silica preparing and Pt loading occurred in one step. This method is more efficient in saving reagent, since it can prevent Pt loss. In the meantime, it enables the template to reduce agent. The catalytic activity of Pt/SiO2 samples was measured by CO oxidation. It is indicated that the supporting silica with mesopores is more active than silica with micropores.

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