ChemInform Abstract: In situ Generation and Synthetic Application of 2-Phenylbenzimidazoline to the Selective Reduction of Carbon-Carbon Double Bonds of Electron-Deficient Olefins.

ChemInform ◽  
1987 ◽  
Vol 18 (29) ◽  
Author(s):  
H. CHIKASHITA ◽  
S. NISHIDA ◽  
M. MIYAZAKI ◽  
Y. MORITA ◽  
K. ITOH
Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2116 ◽  
Author(s):  
Jianlin Han ◽  
Greg Butler ◽  
Hiroki Moriwaki ◽  
Hiroyuki Konno ◽  
Vadim A. Soloshonok ◽  
...  

This review article focused on the innovative procedure for electrophilic fluorination using HF and in situ generation of the required electrophilic species derived from hypervalent iodine compounds. The areas of synthetic application of this approach include fluorination of 1,3-dicarbonyl compounds, aryl-alkyl ketones, styrene derivatives, α,β-unsaturated ketones and alcohols, homoallyl amine and homoallyl alcohol derivatives, 3-butenoic acids and alkynes.


2021 ◽  
Author(s):  
Anindita Bhowmick ◽  
Prakash K. Warghude ◽  
Dr. Ramakrishna G. Bhat

Visible light promoted chemo-selective metal free hydrogenation of activated double bond has been achieved via photoredox catalysis. Eosin Y has proved to an efficient catalyst for the effective reduction of C-C double bonds of isatins, oxindoles and maleimides under visible light. The method worked efficiently without the aid of any external reductants. Commercially viable DIPEA has been employed as a sacrificial electron donor and it’s in-situ generated cationic radical acts as reductant in this transformation. The method proved to be practical as a broad range of substrates containing activated double bond were easily reduced. The method proved to be scalable on a gram scale and the reduced product has been utilized successfully for the further synthetic application. The systematic and detailed mechanistic studies reveal the reductive quenching of the photocatalyst by the activated double bond.


Author(s):  
Kazumasa Funabiki ◽  
Toshiya Gotoh ◽  
Ryunosuke Kani ◽  
Toshiyasu Inuzuka ◽  
Yasuhiro Kubota

A highly diastereo- and enantioselective organocatalytic method to synthesise erythritols bearing a trifluoromethyl group has been investigated.


2020 ◽  
Vol 24 ◽  
Author(s):  
Wengui Wang ◽  
Shoufeng Wang

Abstract:: Minisci-type reactions have become widely known as reactions that involve the addition of carbon-centered radicals to basic heteroarenes followed by formal hydrogen atom loss. While the originally developed protocols for radical generation remain in active use today, in recent years by a new array of radical generation strategies allow use of a wider variety of radical precursors that often operate under milder and more benign conditions. New transformations based on free radical reactivity are now available to a synthetic chemist looking to utilize a Minisci-type reaction. Radical-generation methods based on photoredox catalysis and electrochemistry, which utilize thermal cleavage or the in situ generation of reactive radical precursors, have become popular approaches. Our review will cover the remarkably literature that has appeared on this topic in recent 5 years, from 2015-01 to 2020-01, in an attempt to provide guidance to the synthetic chemist, on both the challenges that have been overcome and applications in organic synthesis.


2021 ◽  
Author(s):  
Thomas Richards ◽  
Jonathan H. Harrhy ◽  
Richard J. Lewis ◽  
Alexander G. R. Howe ◽  
Grzegorz M. Suldecki ◽  
...  

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