Visible Light as the Key for the Formation of Carbon-Sulfur Bonds in Sulfones, Thioethers and Sulfonamides: an Update

Synthesis ◽  
2021 ◽  
Author(s):  
Emanuele Azzi ◽  
Alberto Lanfranco ◽  
Riccardo Moro ◽  
Annamaria Deagostino ◽  
Polyssena Renzi
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Reaction Mechanisms ◽  
Fundamental Importance ◽  
Reaction Conditions ◽  
Carbon Bonds ◽  
Made In

This review summarizes the most relevant advancements made in the photocatalyzed synthesis of sulfones, thioethers and sulfonamides from 2017 to the beginning of 2021. Synthetic strategies towards the construction of sulfur-carbon bonds are discussed together with the proposed reaction mechanisms. Interestingly, sulfured-based functional groups, which are of fundamental importance for the pharmaceutical field, can be assembled by photocatalysis in an easy and straightforward way in milder reaction conditions employing less toxic and expensive sulfur sources in comparison with common strategies

Visible-light-driven photocatalytic selective organic oxidation reactions

2020 ◽  
Vol 8 (40) ◽  
pp. 20897-20924 ◽  
Author(s):  
Xue Yang ◽  
Suyuan Zhang ◽  
Peixian Li ◽  
Shuiying Gao ◽  
Rong Cao
Keyword(s):  
Visible Light ◽  
Future Development ◽  
Reaction Mechanisms ◽  
Oxidation Reactions ◽  
Development Trends ◽  
Recent Advances ◽  
The Future ◽  
Visible Light Driven ◽  
Organic Oxidation ◽  
Made In

In this review, we focus on the most recent advances made in visible-light-driven selective organic oxidation transformations and highlighted their reaction mechanisms. Moreover, we discuss the future development trends, challenges, and prospective outlook in detail.

Visible-Light-Mediated Synthesis of Oxidized Amides via Organic Photoredox Catalysis

Synthesis ◽  
2018 ◽  
Vol 50 (17) ◽  
pp. 3379-3386 ◽  
Author(s):  
Ting Wang ◽  
Yuliu Du ◽  
Zheng Wei
Keyword(s):  
Amino Acids ◽  
Visible Light ◽  
Functional Groups ◽  
Photoredox Catalysis ◽  
Reaction Conditions

The development of visible-light-mediated synthesis of oxidized amides is reported. The reaction shows a broad substrate scope and highlights a mild nature of the reaction conditions. A range of functional groups are well tolerated in the reaction. Relying on the strategy, a variety of α-alkoxy amino acids are synthesized.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Visible Light-Mediated Oxidative Debenzylation

2020 ◽  
Author(s):  
Cristian Cavedon ◽  
Eric T. Sletten ◽  
Amiera Madani ◽  
Olaf Niemeyer ◽  
Peter H. Seeberger ◽  
...  
Keyword(s):  
Reaction Time ◽  
Visible Light ◽  
Functional Groups ◽  
Continuous Flow ◽  
Protecting Groups ◽  
Benzyl Ether ◽  
Complex Molecules ◽  
Protective Groups ◽  
Benzyl Ethers ◽  
Harsh Conditions

Protecting groups are key in the synthesis of complex molecules such as carbohydrates to distinguish functional groups of similar reactivity. The harsh conditions required to cleave stable benzyl ether protective groups are not compatible with many other protective and functional groups. The mild, visible light-mediated debenzylation disclosed here renders benzyl ethers orthogonal protective groups. Key to success is the use of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as stoichiometric or catalytic photooxidant such that benzyl ethers can be cleaved in the presence of azides, alkenes, and alkynes. The reaction time for this transformation can be reduced from hours to minutes in continuous flow. <br>

A Comprehensive Review on C-3 Functionalization of β-Lactams

2019 ◽  
Vol 16 (1) ◽  
pp. 3-16 ◽  
Author(s):  
Reshma Nagpal ◽  
Jitender Bhalla ◽  
Shamsher S. Bari
Keyword(s):  
Scientific Community ◽  
Organometallic Reagent ◽  
Reaction Conditions ◽  
Biological Potential ◽  
Wide Range ◽  
Economic Strategies ◽  
Synthetic Utility ◽  
Recent Advancement ◽  
Equivalent Method ◽  
Made In

Background:A lot of advancement has been made in the area of β-lactams in recent times. Most of the research is targeted towards the synthesis of novel β-lactams, their functionalization and exploring their biological potential. The C-3 functionalization of β-lactams has continued to attract considerable interest of the scientific community due to their utility as versatile intermediates in organic synthesis and their therapeutic applications. This has led to the significant increase in efforts towards developing efficient and economic strategies for C-3 functionalized β-lactams.Objective:The present review aims to highlight recent advancement made in C-3 functionalization of β-lactams.Conclusion:To summarize, functionalization of β-lactams at C-3 is an essential aspect of β-lactam chemistry in order to improve/modify its synthetic utility as well as biological potential. The C-3 carbocation equivalent method has emerged as an important and convenient strategy for C-3 functionalization of β-lactam heterocycles which provides a wide range of β-lactams viz. 3-alkylated β-lactams, 3-aryl/heteroarylated β-lactams, 3- alkoxylated β-lactams. On the other hand, base mediated functionalization of β-lactams via carbanion intermediate is another useful approach but their scope is limited by the requirement of stringent reaction conditions. In addition to this, organometallic reagent mediated α-alkylation of 3-halo/3-keto-β-lactams also emerged as interesting methods for the synthesis of functionalized β-lactams having good yields and diastereoselectivities.

Big Questions in Ecology and Evolution

2009 ◽  
Author(s):  
Thomas N. Sherratt ◽  
David M. Wilkinson
Keyword(s):  
Partial Solution ◽  
Fundamental Importance ◽  
Evolutionary Perspective ◽  
Text Book ◽  
Broad Audience ◽  
The Future ◽  
The Tropics ◽  
Made In ◽  
Do So

Why do we age? Why cooperate? Why do so many species engage in sex? Why do the tropics have so many species? When did humans start to affect world climate? This book provides an introduction to a range of fundamental questions that have taxed evolutionary biologists and ecologists for decades. Some of the phenomena discussed are, on first reflection, simply puzzling to understand from an evolutionary perspective, whilst others have direct implications for the future of the planet. All of the questions posed have at least a partial solution, all have seen exciting breakthroughs in recent years, yet many of the explanations continue to be hotly debated. Big Questions in Ecology and Evolution is a curiosity-driven book, written in an accessible way so as to appeal to a broad audience. It is very deliberately not a formal text book, but something designed to transmit the excitement and breadth of the field by discussing a number of major questions in ecology and evolution and how they have been answered. This is a book aimed at informing and inspiring anybody with an interest in ecology and evolution. It reveals to the reader the immense scope of the field, its fundamental importance, and the exciting breakthroughs that have been made in recent years.

Chemical reduction of chlorpyrifos driven by flavin mononucleotide functionalized titanium (IV) dioxide

2020 ◽  
Vol 5 (11) ◽  
Author(s):  
Stephanie Santos Díaz ◽  
Hazim Al-Zubaidi ◽  
Amir C. Ross-Obare ◽  
Sherine O. Obare
Keyword(s):  
Functional Groups ◽  
Organic Contaminants ◽  
Chemical Reduction ◽  
Flavin Mononucleotide ◽  
Reaction Conditions ◽  
Organophosphate Compounds ◽  
Biological Molecule ◽  
Highly Active ◽  
New Directions ◽  
Detrimental Impact

AbstractFor many decades, organohalide and organophosphate compounds have shown significant detrimental impact on the environment. Consequently, strategies for their remediation continue to be an area of emerging need. The reduction of the chlorpyrifos pesticide, a molecule that bears both organohalide and organophosphate functional groups, is an important area of investigation due to it toxic nature. In this report, we demonstrate the effectiveness of the biological molecule, flavin mononucleotide (FMN) toward chemically reducing chlorpyrifos. The FMN was found to be highly active when anchored to nanocrystalline TiO2 surfaces. The results show new directions toward the remediation of organic contaminants under mild reaction conditions.

Radiotracer Studies of Carbon Black Surface Interactions with Organic Systems. I. Experimental Approach and Initial Results from Chemisorption and Vinyl Polymerization Studies

1968 ◽  
Vol 41 (2) ◽  
pp. 382-399 ◽  
Author(s):  
Marvin L. Deviney ◽  
Lawrence E. Whittington
Keyword(s):  
Carbon Black ◽  
Functional Groups ◽  
Reaction Mechanisms ◽  
Hydrogen Abstraction ◽  
Surface Interactions ◽  
Carbon Surface ◽  
Organic Systems ◽  
Carbon Black Surface ◽  
Basic Reaction ◽  
Black Surface

Abstract Radiotracer techniques have been applied to the study of interactions of carbon black surface functional groups with two chosen organic systems. The basic reaction mechanisms demonstrated in this study may have implications in elastomer reinforcement. Direct radiochemical evidence supports the conclusions of Hallum and Drushel (based on less direct polarographic data) that surface quinonic groups exhibit hydrogen abstraction activity toward tertiary hydrogens in paraffinic hydrocarbons. Studies on the system carbon black and styrene using tritium radiotracer have provided direct evidence that phenolic hydrogens participate in the polymerization acceleration and graft polymer formation reaction and are transferred to the growing polystyrene chains as postulated by Donnet. Several methods have been developed for specifically labelling certain oxygenated functional groups on the carbon surface with tritium and for tritium labelling carbon black in aromatic hydrogen positions. The techniques developed in this work and the basic reaction mechanisms derived will permit this investigation to be extended into a radiochemical study of carbon black surface interactions with elastomer related systems of interest to the rubber industry.

scholarly journals Visible Light Photochemical Reactions for Nucleic Acid-Based Technologies

Molecules ◽  
2021 ◽  
Vol 26 (3) ◽  
pp. 556
Author(s):  
Bonwoo Koo ◽  
Haneul Yoo ◽  
Ho Jeong Choi ◽  
Min Kim ◽  
Cheoljae Kim ◽  
...  
Keyword(s):  
Nucleic Acid ◽  
Nucleic Acids ◽  
Visible Light ◽  
Chemical Reactions ◽  
Chemical Biology ◽  
Photochemical Reactions ◽  
Reaction Conditions ◽  
Promising Tool ◽  
Recent Developments ◽  
Visible Light Driven

The expanding scope of chemical reactions applied to nucleic acids has diversified the design of nucleic acid-based technologies that are essential to medicinal chemistry and chemical biology. Among chemical reactions, visible light photochemical reaction is considered a promising tool that can be used for the manipulations of nucleic acids owing to its advantages, such as mild reaction conditions and ease of the reaction process. Of late, inspired by the development of visible light-absorbing molecules and photocatalysts, visible light-driven photochemical reactions have been used to conduct various molecular manipulations, such as the cleavage or ligation of nucleic acids and other molecules as well as the synthesis of functional molecules. In this review, we describe the recent developments (from 2010) in visible light photochemical reactions involving nucleic acids and their applications in the design of nucleic acid-based technologies including DNA photocleaving, DNA photoligation, nucleic acid sensors, the release of functional molecules, and DNA-encoded libraries.

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