FIVE YEARS OF EXPERIENCE OF TEACHING INNOVATION IN THE SUBJECTS OF ORGANIC CHEMISTRY AND MEDICINAL CHEMISTRY, USING SCIFINDER AS A DIDACTIC COMPLEMENT

2016 ◽  
Author(s):  
María del Carmen Nuñez-Carretero ◽  
Eugenia García-Rubiño ◽  
Ana Conejo-García ◽  
Olga Cruz-López
Keyword(s):  
Organic Chemistry ◽  
Medicinal Chemistry ◽  
Years Of Experience ◽  
Teaching Innovation

Ethenesulfonyl Fluoride (ESF) and Its Derivatives in SuFEx Click Chemistry and More

Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 673-687 ◽  
Author(s):  
Yan-Ping Meng ◽  
Shi-Meng Wang ◽  
Wan-Yin Fang ◽  
Zhi-Zhong Xie ◽  
Jing Leng ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Click Chemistry ◽  
Exchange Reaction ◽  
Organic Synthesis ◽  
Medicinal Chemistry ◽  
Materials Science ◽  
Click Reaction ◽  
Chemical Properties ◽  
Chemical Transformations ◽  
Absolute Reliability

The sulfur(VI) fluoride exchange reaction (SuFEx), developed by Sharpless and co-workers in 2014, is a new category of click reaction that creates molecular connections with absolute reliability and unprecedented efficiency through a sulfur(VI) hub. Ethenesulfonyl fluoride (ESF), as one of the most important sulfur(VI) hubs, exhibits extraordinary reactivity in SuFEx click chemistry and organic synthesis. This review summarizes the chemical properties and applications of ESF in click chemistry, organic chemistry, materials science, medicinal chemistry and in many other fields related to organic synthesis.1 Introduction2 Chemical Transformations of ESF3 Chemical Transformations of 2-Arylethenesulfonyl Fluorides4 Novel SuFEx Reagents Derived from ESF5 Applications of ESF Derivatives in Medicinal Chemistry6 Applications of ESF Derivatives in Materials Science7 Conclusion

Pd-Catalyzed 1,2-diarylation of vinylarenes at ambient temperature

2017 ◽  
Vol 4 (7) ◽  
pp. 1224-1228 ◽  
Author(s):  
Zhijie Kuang ◽  
Kai Yang ◽  
Qiuling Song
Keyword(s):  
Organic Chemistry ◽  
Ambient Temperature ◽  
Medicinal Chemistry ◽  
Materials Science ◽  
Biologically Relevant ◽  
Three Components

An efficient Pd-catalyzed three components reaction involving the 1,2-diarylation of vinylarenes has been disclosed. This reaction introduces two different aryl groups across vinylarenes at ambient temperature giving rise to multi-aryl substituted ethanes which are biologically relevant compounds prevailing in organic chemistry, medicinal chemistry and materials science.

Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones

Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2907-2912 ◽  
Author(s):  
Kensuke Kiyokawa ◽  
Satoshi Minakata ◽  
Kenta Takemoto ◽  
Shunsuke Yahata ◽  
Takumi Kojima
Keyword(s):  
Organic Chemistry ◽  
Carboxylic Acids ◽  
Present Method ◽  
Medicinal Chemistry ◽  
Oxidative Cyclization ◽  
Hypervalent Iodine ◽  
Efficient Synthesis ◽  
Substitution Pattern ◽  
Unsaturated Carboxylic Acids

The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf)2, which is in situ prepared from PhI(OAc)2 and Me3SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5H)-ones or furan-2(3H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.

Recent Trends in Group 9–Catalyzed C−H Borylation Reactions: Different Strategies to Control Site-, Regio-, and Stereoselectivity

Synthesis ◽  
2021 ◽  
Author(s):  
Lukas Veth ◽  
Hanusch Grab ◽  
Pawel Dydio
Keyword(s):  
Organic Chemistry ◽  
Transition Metal ◽  
Medicinal Chemistry ◽  
Organic Molecules ◽  
Recent Literature ◽  
Control Site ◽  
High Abundance ◽  
Future Potential ◽  
Recent Trends ◽  
Synthetic Intermediates

Organoboron compounds continue contributing substantially to advances in organic chemistry with their increasing role as both synthetic intermediates and target compounds for medicinal chemistry. Particularly attractive methods of their synthesis are based on the direct borylation of C−H bonds of available starting materials since no additional pre-functionalization steps are required. However, due to the high abundance of C−H bonds with similar reactivity in organic molecules, synthetically useful C−H borylation protocols demand sophisticated strategies to achieve high regio- and stereoselectivity. For this purpose, selective transition-metal-based catalysts have been developed, with group 9-centered catalysts being among the most commonly utilized. Recently, a multitude of diverse strategies has been developed to push the boundaries of C−H borylation reactions with respect to their regio- and enantioselectivity. Herein, we provide an overview of approaches for the C−H borylation of arenes, alkenes, and alkanes based on group 9-centered catalysts with a focus on the recent literature. Lastly, an outlook is given to assess the future potential of the field.

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