Emerging Role of Green Oxidant I2/DMSO in Organic Synthesis

2018 ◽  
Vol 15 (6) ◽  
pp. 815-838 ◽  
Author(s):  
Pedavenkatagari Narayana Reddy ◽  
Basireddy V. Subba Reddy ◽  
Pannala Padmaja
Keyword(s):  
Organic Synthesis ◽  
Low Cost ◽  
Acid Catalyst ◽  
Sustainable Chemistry ◽  
Dmso System ◽  
Oxidative Transformations ◽  
Lewis Acid Catalyst ◽  
Catalyzed Reactions ◽  
Oxidative System

Background: I2/DMSO oxidative system catalyzed reactions have received considerable attention because they represent the advantages of being greener, efficient, atom-economical, low-cost, with mild conditions and ecofriendliness that meet with the requirements of sustainable chemistry. In recent times, the I2/DMSO oxidative system has been successfully applied in different types of organic reactions. Objective: The aim of this review is to highlight the synergistic effect of the combined use of iodine and DMSO in organic synthesis. Conclusion: It is clear from the review of the topic that a vast amount of work has been done in this area, employing an I2/DMSO system for diverse types of oxidative transformations as well as C-C and C-X bond formation reactions. In these reactions, iodine acts as a mild Lewis acid catalyst and DMSO servers as an oxidant, solvent and oxygen source. The role of iodine, DMSO as well as key intermediates involved in these reactions is discussed.

The double and triple role of L-(+)-tartaric acid and dimethyl urea: A prevailing green approach in organic synthesis

2021 ◽  
Vol 25 ◽  
Author(s):  
Rashid Ali ◽  
Ajay Kumar Chinnam ◽  
Vikas R. Aswar
Keyword(s):  
Tartaric Acid ◽  
Organic Synthesis ◽  
Low Cost ◽  
Organic Transformations ◽  
Green Approach ◽  
Dimethyl Urea ◽  
Low Toxicity ◽  
The One ◽  
Near Future

: The deep eutectic mixtures (DESs), introduced as novel alternative to usual volatile organic solvents for organic transformations has attracted a tremendous attention of the research community because of their low cost, negligible vapour pressure, low toxicity, biodegradability, recyclability, insensitive towards moisture, and readily availability from bulk renewable resources. Although, the low melting mixture of dimethyl urea (DMU)/L-(+)-tartaric acid (TA) is still infancy yet much effective as it play double and triple roles such as solvent, catalyst and/or reagent in a same pot for many crucial organic transformations. These unique properties of DMU/TA mixture prompted us to provide a quick overview of where the field stands presently, and where it might be going in near future. To our best knowledge, no review dealing with the applications of a low melting mixture of DMU/TA appeared in the literature except the one published in 2017 describing only the chemistry of indole systems. Therefore, we intended to reveal the developments of this versatile low melting mixture in the modern organic synthesis since its first report in 2011 by Köenig’s team to till date. Hopefully, the present review article will be useful to the researcher working not only in the arena of synthetic organic chemistry but also to the scientists working in other branches of science and technology.

ChemInform Abstract: Novel Role of Carbon Monoxide as a Lewis Acid Catalyst for Friedel-Crafts Reaction.

ChemInform ◽  
2010 ◽  
Vol 32 (52) ◽  
pp. no-no
Author(s):  
Sensuke Ogoshi ◽  
Hiromitsu Nakashima ◽  
Kazumasa Shimonaka ◽  
Hideo Kurosawa
Keyword(s):  
Carbon Monoxide ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

scholarly journals The Mechanism of Rhodium Catalyzed Allylic C–H Amination

2019 ◽  
Author(s):  
Robert Harris ◽  
Jiyong Park ◽  
Taylor Nelson ◽  
Nafees Iqbal ◽  
Daniel Salgueiro ◽  
...  
Keyword(s):  
Acid Catalyst ◽  
Reductive Elimination ◽  
Quantum Mechanical ◽  
Allylic Amination ◽  
Reaction Conditions ◽  
Allyl Complex ◽  
Acetate Ligand ◽  
Amination Reaction ◽  
Lewis Acid Catalyst

The mechanism of catalytic allylic C–H amination reactions promoted by Cp*Rh complexes is reported. Reaction kinetics experiments, stoichiometric studies, and DFT calculations demonstrate that allylic C–H activation to generate a Cp*Rh(π-allyl) complex is viable under mild reaction conditions. The role of external oxidant in the catalytic cycle is elucidated. Quantum mechanical calculations, stoichiometric reactions, and cyclic voltammetry<b></b>experiments support an oxidatively induced reductive elimination process of the allyl fragment with an acetate ligand. Lastly, evidences supporting the amination of an allylic acetate intermediate is presented. Both nucleophilic substitution catalyzed by Ag<sup>+</sup>that behaves as a Lewis acid catalyst and an inner-sphere amination catalyzed by Cp*Rh are shown to be viable for the last step of the allylic amination reaction.

scholarly journals Highly efficient Lewis acid catalytic art of tritylium ion at the node of tensile organic framework

2021 ◽  
Author(s):  
Shuai Zhao ◽  
Juhui Zhang ◽  
Yongchang Zhai ◽  
Xiaoqin Zou ◽  
Shaolei Wang ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Organic Synthesis ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Highly Efficient ◽  
Long Time ◽  
Lewis Acid Catalyst ◽  
Organic Framework

Tritylium salts have been used as Lewis acid catalyst in organic synthesis for a long time. In this work, we found that the Lewis acid catalytic activity of tritylium ions...

A Molecular Electron Density Theory Study of the Higher–Order Cycloaddition Reactions of Tropone with Electron-rich Ethylene. The Role of the Lewis Acid Catalyst in the Mechanism and Pseudocyclic Selectivity

2021 ◽  
Author(s):  
Luis R. Domingo ◽  
Patricia Perez
Keyword(s):  
Electron Density ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Higher Order ◽  
Cycloaddition Reactions ◽  
Molecular Electron ◽  
Lewis Acid Catalyst ◽  
Molecular Electron Density Theory

The higher–order cycloaddition reactions of tropone with nucleophilic ethylenes, in the absence and presence of Lewis acid (LA) catalysts, have been studied within Molecular Electron Density Theory (MEDT) at the...

scholarly journals Novel Role of Carbon Monoxide as a Lewis Acid Catalyst for Friedel-Crafts Reaction  [J. Am. Chem. Soc.2001,123, 8626−8627]. 

2002 ◽  
Vol 124 (7) ◽  
pp. 1553-1553
Author(s):  
Sensuke Ogoshi ◽  
Hiromitsu Nakashima ◽  
Kazumasa Shimonaka ◽  
Hideo Kurosawa
Keyword(s):  
Carbon Monoxide ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst

scholarly journals BX3-Mediated Intermolecular Formation of Functionalized 3-Halo-1H-indenes via Cascade Halo-Nazarov-Type Cyclization

Synthesis ◽  
2020 ◽  
Vol 52 (15) ◽  
pp. 2245-2258
Author(s):  
Rodney A. Fernandes ◽  
Anupama Kumari
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Dual Role ◽  
Regioselective Synthesis ◽  
Lewis Acid Catalyst

A BX3-promoted, intermolecular regioselective synthesis of 3-halo-functionalized 1H-indenes from 4-oxo-4H-chromene-3-carb­aldehydes and alkynes has been developed. BX3 displays a dual role of Lewis acid catalyst and halide source for haloallyl cation formation for the intended halo-Nazarov-type cyclization. The overall transformation represents an efficient cascade annulation that employs readily available starting materials, inexpensive reagents and a convenient and mild reaction procedure to generate halo-functionalized indenes (45 examples). The reaction was also extended to 8-formylcoumarins to deliver coumarin-based 3-halo-1H-indenes in 79–95% yield (6 examples). The reaction involves conversion of the aldehyde into an sp3 carbon with two new C–C bonds and additionally a C–X bond is formed (X = halide).

Novel Role of Carbon Monoxide as a Lewis Acid Catalyst for Friedel−Crafts Reaction

2001 ◽  
Vol 123 (35) ◽  
pp. 8626-8627 ◽  
Author(s):  
Sensuke Ogoshi ◽  
Hiromitsu Nakashima ◽  
Kazumasa Shimonaka ◽  
Hideo Kurosawa
Keyword(s):  
Carbon Monoxide ◽  
Lewis Acid ◽  
Acid Catalyst ◽  
Lewis Acid Catalyst
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