Copper-Catalyzed N-Arylation of Sulfoximines with Arylboronic Acids under Mild Conditions

Synthesis ◽  
2019 ◽  
Vol 51 (10) ◽  
pp. 2171-2182 ◽  
Author(s):  
Surabhi Gupta ◽  
Siddharth Baranwal ◽  
Nalluchamy Muniyappan ◽  
Shahulhameed Sabiah ◽  
Jeyakumar Kandasamy
Keyword(s):  
Room Temperature ◽  
Boronic Acids ◽  
Methionine Sulfoximine ◽  
Reaction Conditions ◽  
Biologically Relevant ◽  
Arylboronic Acids ◽  
Mild Conditions ◽  
Short Span ◽  
Sterically Hindered ◽  
First Time

N-Arylation of sulfoximines with different arylboronic acids, including sterically hindered boronic acids, is achieved using copper(I) iodide and 4-DMAP at room temperature. Moreover, N-arylation of biologically relevant l-methionine sulfoximine is demonstrated for the first time. All these reactions provided the desired products in excellent yields within a short span of time. The optimized reaction conditions are well suited to the task of N-vinylation of sulfoximine with trans-2-phenylvinylboronic acid.

Green Photoorganocatalytic Synthesis of Phenols from Arylboronic Acids

Synlett ◽  
2017 ◽  
Vol 29 (10) ◽  
pp. 1324-1328 ◽  
Author(s):  
Christoforos Kokotos ◽  
Ioanna Sideri ◽  
Errika Voutyritsa
Keyword(s):  
Functional Groups ◽  
Room Temperature ◽  
Boronic Acids ◽  
Light Irradiation ◽  
Reaction Conditions ◽  
Arylboronic Acids ◽  
Water As Solvent ◽  
High Yields

A green and cheap protocol for the photocatalytic hydroxylation of arylboronic acids is presented. 2,2-Dimethoxy-2-phenylacetophenone proved to be the best photoinitiator, among a range of organocatalysts in promoting this reaction. This photocatalytic protocol can be expanded into a wide substrate scope of aromatic boronic acids bearing various functional groups, leading to the corresponding phenols in good to high yields under mild reaction conditions, which include water as solvent, light irradiation provided from standard light-bulbs at room temperature.

Deep eutectic solvent-catalyzed Meyer–Schuster rearrangement of propargylic alcohols under mild and bench reaction conditions

2020 ◽  
Vol 56 (96) ◽  
pp. 15165-15168
Author(s):  
Nicolás Ríos-Lombardía ◽  
Luciana Cicco ◽  
Kota Yamamoto ◽  
José A. Hernández-Fernández ◽  
Francisco Morís ◽  
...  
Keyword(s):  
Room Temperature ◽  
Deep Eutectic Solvent ◽  
Reaction Times ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
First Time

Faster, milder, greener…better! The Meyer–Schuster rearrangement is disclosed for the first time in a deep eutectic solvent, namely FeCl3·6H2O/glycerol (3 : 1), enabling the reaction at room temperature, under air and with short reaction times.

Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: synthesis of diarylsulfides

2020 ◽  
Vol 18 (13) ◽  
pp. 2447-2458 ◽  
Author(s):  
Amit Bhowmik ◽  
Mahesh Yadav ◽  
Rodney A. Fernandes
Keyword(s):  
Room Temperature ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Arylboronic Acids

A mild and easy to operate NiCl2/2,2′-bipyridine-catalyzed cross-coupling of thiophenols with arylboronic acids has been developed for the synthesis of symmetric and unsymmetric diarylsulfides at room temperature and in air.

Ce3+ self-doped CeOx/FeOCl: an efficient Fenton catalyst for phenol degradation under mild conditions

2019 ◽  
Vol 48 (10) ◽  
pp. 3476-3485 ◽  
Author(s):  
Jian Zhang ◽  
Mengxue Yang ◽  
Ye Lian ◽  
Mingliang Zhong ◽  
Jingquan Sha ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Room Temperature ◽  
Phenol Degradation ◽  
Natural Light ◽  
Neutral Solution ◽  
Mild Conditions ◽  
Fenton Catalyst ◽  
First Time

Herein, a novel Ce3+ self-doped CeOx/FeOCl composite was successfully prepared by a facile method for the first time, which showed remarkable catalytic activity as a Fenton catalyst in the degradation of phenol under the conditions of a neutral solution, room temperature and natural light.

Desulfurization from Gasoline by Polymer Resin at Room Temperature and Atmospheric Pressure

2011 ◽  
Vol 396-398 ◽  
pp. 1283-1286
Author(s):  
Jian Peng Zhu ◽  
Chun Hu Li ◽  
Jia Ling Chen ◽  
Ying Wei Luo
Keyword(s):  
Reaction Time ◽  
Sulfur Content ◽  
Atmospheric Pressure ◽  
Room Temperature ◽  
Oxidative Desulfurization ◽  
Sulfur Compounds ◽  
Molar Ratio ◽  
Reaction Conditions ◽  
Polymer Resin ◽  
Mild Conditions

Abstract. Investigation of polymer resin as catalyst in the oxidative desulfurization (ODS) process has revealed that the method can be applied to make a relative high removal of sulfur compounds. The reaction conditions, including temperature, amount of oxidant and reaction time were studied. The best result occurs under mild conditions with respect to room temperature and atmospheric pressure, to remove 75.54% of the totle sulfur content in the presence of H2O2 with an O/S molar ratio of 17. Possible mechanism is also disscussed.

Neodymium-Promoted Highly Selective Carbon–Carbon Double Bond Formation of Ketones with Allyl Halides in the Presence of Diethyl Phosphite

Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3446-3451
Author(s):  
Songlin Zhang ◽  
Dengbing Xie ◽  
Yiqiong Wang ◽  
Bo Yang
Keyword(s):  
Double Bond ◽  
Bond Formation ◽  
Point Of View ◽  
Diethyl Phosphite ◽  
Reaction Conditions ◽  
One Pot ◽  
Mild Conditions ◽  
Carbon Double Bond ◽  
Allyl Halides ◽  
First Time

The carbon–carbon double bond formation via neodymium-mediated Barbier-type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported for the first time. The reaction is highly α-regioselective and was conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with feasible reaction conditions.

scholarly journals A Versatile New Reagent for Nitrosation under Mild Conditions

2021 ◽  
Author(s):  
Jordan D. Galloway ◽  
Cristian Sarabia ◽  
James C. Fettinger ◽  
Hrant Hratchian ◽  
Ryan Baxter
Keyword(s):  
Room Temperature ◽  
Computational Analysis ◽  
Functional Group ◽  
Nitroso Compounds ◽  
Chemical Reagent ◽  
Experimental Conditions ◽  
X Ray ◽  
Mild Conditions ◽  
Rotational Isomers ◽  
First Time

We report a new chemical reagent for transnitrosation under mild experimental conditions. This new reagent is stable to air and moisture across a broad range of temperatures, and is effective for transnitrosation in multiple solvents. Compared to traditional nitrosation methods, our reagent shows high functional group tolerance for substrates that are susceptible to oxidation or reversible transnitrosation. Several challenging nitroso-compounds are accessed here for the first time, including 15N isotopologues. X-ray data confirms two rotational isomers of the reagent are configurationally stable at room temperature, although only one isomer is effective for transnitrosation. Computational analysis describes the energetics of rotamer interconversion, including interesting geometry-dependent hybridization ef-fects.

scholarly journals Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene–palladium complex catalyst

2010 ◽  
Vol 6 ◽  
Author(s):  
Guangming Nan ◽  
Fang Ren ◽  
Meiming Luo
Keyword(s):  
Room Temperature ◽  
Supported Catalyst ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Complex Catalyst ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction ◽  
Polymer Supported ◽  
First Time ◽  
Supported Pd

The Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported Pd–NHC complex catalyst has been realized for the first time. The polymer-supported catalyst can be re-used several times still retaining high activity for this transformation. Various aryltriazenes were investigated as electrophilic substrates at room temperature to give biaryls in good to excellent yields and showed good chemoselectivity over aryl halides in the reactions.

Nanoparticles of ZrPO4 for green catalytic applications

Nanoscale ◽  
2014 ◽  
Vol 6 (24) ◽  
pp. 14898-14902 ◽  
Author(s):  
Peta Sreenivasulu ◽  
Chandrasekhar Pendem ◽  
Nagabhatla Viswanadham
Keyword(s):  
Zirconium Phosphate ◽  
Room Temperature ◽  
Reaction Conditions ◽  
Temperature Synthesis ◽  
Block Polymer ◽  
Room Temperature Synthesis ◽  
Catalytic Applications ◽  
First Time

Here we report the successful room temperature synthesis of zirconium phosphate nanoparticles (ZPNP) using the P123 tri-co-block polymer for the first time and was employed for fixation of CO2 on aniline to produce pharmaceutically important acetanilide under mild reaction conditions (150 °C and 150 Psi CO2 pressure).

scholarly journals Pyrrolidinodiones in Enol-Ugi, Enol-Passerini, and Anomalous Enol-Passerini Condensations

Proceedings ◽  
2018 ◽  
Vol 9 (1) ◽  
pp. 6
Author(s):  
Ana G. Neo ◽  
Carlos F. Marcos
Keyword(s):  
Multicomponent Reactions ◽  
Reaction Conditions ◽  
Biologically Relevant ◽  
Careful Control ◽  
First Time

In continuation of our recent research on the development of novel multicomponent reactions with isocyanides, we have used, for the first time, enols as the acid components in Ugi- and Passerini-type reactions. Thus, electron-poor pyrrolidinodiones react with aldehydes, amines, and isocyanides to give the enaminic four-component adducts. Conversely, in the absence of the amine component, careful control of the reaction conditions allows the involvement of one or two molecules of isocyanide to afford, selectively, either Passerini-type or pseudo-enol-Ugi-type products. These unprecedented condensations of isocyanides, aldehydes, amines, and 4-substituted pyrrolidine-2,3-diones constitute an excellent strategy for the preparation of new biologically relevant pyrrolidinones having peptidic or pseudo-peptidic groups on carbon 3.

Sign in / Sign up

Export Citation Format

Share Document