scholarly journals Benzeneseleninic Acid in the Photo-Catalyzed Hydroxy-Selenylation of Styrenes

2020 ◽  
Vol 2 (1) ◽  
pp. 9
Author(s):  
Filipe Penteado ◽  
Luana Bettanin ◽  
Kethelyn Machado ◽  
Eder J. Lenardão

We established a new visible-light-mediated protocol for the regioselective β-hydroxyselenylation of olefins, employing benzeneseleninic acid as substrate. Regarding a novel approach, the benzeneseleninic acid emerges as an efficient and affordable reagent to be used as an electrophilic selenium source that can be easily converted to selenium-based radical species under visible-light conditions. In this sense, the photocatalytically formed PhSe• radical can react directly with unsaturated substrates, including alkenes, to access a new C–Se bond and a carbon-centered radical intermediate, which finally is trapped by a hydroxyl radical species, delivering the β-hydroxyselanyl compounds. Thus, despite the versatile utilities in organic synthesis, such as building blocks, the β-hydroxyselanyl compounds have demonstrated important biological activities. Based on that, we concentrated our efforts on developing a robust, effective, and environmentally benign methodology for their preparation. The optimal condition involves the reaction between styrene and 1.0 equivalent of phenylseleninic acid, in the presence of 5.0 mol% of eosin Y, as a cheap and easily available photocatalyst, with DMSO promoting the reaction medium. Satisfactorily, the system was irradiated with blue LED light for 2 h, to deliver the desired products in good yields.

2019 ◽  
Vol 21 (6) ◽  
pp. 1401-1405 ◽  
Author(s):  
Xiu-Jie Yang ◽  
Yi-Wen Zheng ◽  
Li-Qiang Zheng ◽  
Li-Zhu Wu ◽  
Chen-Ho Tung ◽  
...  

A simple and environmentally benign visible-light-driven dehydrogenation of benzylic alcohols with H2 as the only byproduct is achieved by using an eosin Y and nickel–thiolate complex dual catalyst system.


Synlett ◽  
2020 ◽  
Author(s):  
Xinxin Tang ◽  
Jie Wu ◽  
Haiwang Liu ◽  
Fei Xue ◽  
Mu Wang

AbstractStyrene derivatives were hydroacylated with exclusive anti-Markovnikov selectivity by using neutral eosin Y as a direct hydrogen-atom-transfer (HAT) catalyst under visible-light irradiation. Aldehydes and styrenes with various substituents were tolerated (>20 examples), giving the corresponding products in moderate to high yields. The key acyl radical intermediate was generated from a direct HAT process induced by photoexcited eosin Y. Subsequent addition to styrenes and a reverse HAT process generated the ketone products.


2019 ◽  
Vol 16 (2) ◽  
pp. 258-275 ◽  
Author(s):  
Navjeet Kaur

Background:A wide variety of biological activities are exhibited by N, O and S containing heterocycles and recently, many reports appeared for the synthesis of these heterocycles. The synthesis of heterocycles with the help of metal and non-metal catalyst has become a highly rewarding and important method in organic synthesis. This review article concentrated on the synthesis of S-heterocylces in the presence of metal and non-metal catalyst. The synthesis of five-membered S-heterocycles is described here.Objective:There is a need for the development of rapid, efficient and versatile strategy for the synthesis of heterocyclic rings. Metal, non-metal and organocatalysis involving methods have gained prominence because traditional conditions have disadvantages such as long reaction times, harsh conditions and limited substrate scope.Conclusion:The metal-, non-metal-, and organocatalyst assisted organic synthesis is a highly dynamic research field. For ßthe chemoselective and efficient synthesis of heterocyclic molecules, this protocol has emerged as a powerful route. Various methodologies in the past few years have been pointed out to pursue more sustainable, efficient and environmentally benign procedures and products. Among these processes, the development of new protocols (catalysis), which avoided the use of toxic reagents, are the focus of intense research.


2020 ◽  
Vol 07 ◽  
Author(s):  
Avik K. Bagdi ◽  
Papiya Sikdar

Abstract:: Organic synthesis under environment friendly conditions has great impact in the sustainable development. In this context, visible light photocatalysis has emerged as a green model as this offers an energy-efficient pathway towards the organic transformation. Different transition-metal catalysts (Ir-, Ru-, Cu- etc) and organic dyes (eosin Y, rose bengal, methylene blue etc) are well-known photocatalysts in organic synthesis. Apart from the well-known organophotoredox catalysts, rhodamines (Rhodamine B and Rhodamine 6G) have been also employed as efficient photocatalysts for different organic transformations. In this review, we will focus on the photocatalysis by rhodamines in organic synthesis. Mechanistic pathway of the methodologies will also be discussed. We believe this review will stimulate the employment of rhodamines in the visible light photocatalysis for efficient organic transformations in the future.


Author(s):  
J Ph Guillet ◽  
E Pilon ◽  
Y Shimizu ◽  
M S Zidi

Abstract This article is the first of a series of three presenting an alternative method of computing the one-loop scalar integrals. This novel method enjoys a couple of interesting features as compared with the method closely following ’t Hooft and Veltman adopted previously. It directly proceeds in terms of the quantities driving algebraic reduction methods. It applies to the three-point functions and, in a similar way, to the four-point functions. It also extends to complex masses without much complication. Lastly, it extends to kinematics more general than that of the physical, e.g., collider processes relevant at one loop. This last feature may be useful when considering the application of this method beyond one loop using generalized one-loop integrals as building blocks.


2021 ◽  
Vol 19 (16) ◽  
pp. 3735-3742
Author(s):  
Se Hyun Kim ◽  
Ju Hyeon An ◽  
Jun Hee Lee

Here, we provide an operationally simple protocol for the highly chemoselective deoxygenation of various functionalized N-heterocyclic N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst.


Symmetry ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 720
Author(s):  
Satomi Niwayama

Symmetric organic compounds are generally obtained inexpensively, and therefore they can be attractive building blocks for the total synthesis of various pharmaceuticals and natural products. The drawback is that discriminating the identical functional groups in the symmetric compounds is difficult. Water is the most environmentally benign and inexpensive solvent. However, successful organic reactions in water are rather limited due to the hydrophobicity of organic compounds in general. Therefore, desymmetrization reactions in aqueous media are expected to offer versatile strategies for the synthesis of a variety of significant organic compounds. This review focuses on the recent progress of desymmetrization reactions of symmetric organic compounds in aqueous media without utilizing enzymes.


Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3366
Author(s):  
Antonio Arcadi ◽  
Andrea Calcaterra ◽  
Giancarlo Fabrizi ◽  
Andrea Fochetti ◽  
Antonella Goggiamani ◽  
...  

An alternative Au(I)-catalyzed synthetic route to functionalized 1,2-dihydroquinolines is reported. This novel approach is based on the use of N-ethoxycarbonyl protected-N-propargylanilines as building blocks that rapidly undergo the IMHA reaction affording the 6-endo cyclization product in good to high yields. In the presence of N-ethoxycarbonyl-N-propargyl-meta-substituted anilines, the regiodivergent cyclization at the ortho-/para-position is achieved by the means of catalyst fine tuning.


2021 ◽  
pp. 209653112098296
Author(s):  
Yan Tang

Purpose: This study explores a novel approach to compiling life-oriented moral textbooks for elementary schools in China, specifically focusing on Morality and Law. Design/Approach/Methods: Adopting Aristotle’s Poetics as its theoretical perspective, this study illustrates and analyzes the mimetic approach used in compiling the life-oriented moral education textbook, Morality and Law. Findings: The mimetic approach involves imitating children's real activities, thoughts, and feelings in textbooks. The mimetic approach to compiling life-oriented moral textbooks comprises three strategies: constructing children's life events as building blocks for textbook compilation, designing an intricate textual device exposing the wholeness of children's life actions, and designing inward learning activities leading to children's inner worlds. Originality/Value: From the perspective of Aristotle's Poetics, the approach to compilation in Morality and Law can be defined as mimetic. And the compilation activity in the life-oriented moral education textbook also can be described as a processes of mimesis. So this article presents a new approach to compile moral education textbooks, and  an innovative way to understand the nature of one compiling activity.


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