ChemInform Abstract: Preparative Semiconductor Photoredox Catalysis: An Emerging Theme in Organic Synthesis

ChemInform ◽  
2016 ◽  
Vol 47 (12) ◽  
pp. no-no
Author(s):  
David W. Manley ◽  
John C. Walton
Author(s):  
Vishal Srivastava ◽  
Pravin Kumar Singh ◽  
Shraddha Tivari ◽  
Praveen Pratap Singh

Visible light and photoredox catalysis have emerged as a powerful and long-lasting tool for organic synthesis, demonstrating the importance of a variety of chemical bond formation methods. Natural products, physiologically...


2019 ◽  
Vol 4 (12) ◽  
Author(s):  
Indrajit Ghosh

Abstract Over the last decade, visible light photocatalysis has dramatically increased the arsenal of methods for organic synthesis and changed the way we activate molecules for chemical reactions. Polypyridyl transition metal complexes, redox-active organic dyes, and inorganic semiconductors are typically used as photocatalysts for such transformations. This chapter reviews the applications of radical anions and anions as photosensitizers in visible light photoredox catalysis.


2018 ◽  
Vol 14 ◽  
pp. 1215-1221 ◽  
Author(s):  
Yue Pan ◽  
Kunfang Jia ◽  
Yali Chen ◽  
Yiyun Chen

The alkynylbenziodoxole derivatives are recently developed alkynylation reagents in organic synthesis, which demonstrate excellent radical alkynylation reactivity in photoredox catalysis reactions. Herein we report the synthesis of alkynylbenziodoxole derivatives with difluoro, monofluoro, monomethoxy, and dimethoxy substitution on the benziodoxole moiety, and investigated their radical alkynylation reactivity for the first time. A series of mechanistic experiments were conducted to study the radical acceptor and oxidative quencher reactivity of alkynylbenziodoxoles, in which unsubstituted alkynylbenziodoxoles played balancing roles in both processes, while electron-rich benziodoxole derivatives demonstrate synthetic advantages in some cases.


ChemInform ◽  
2011 ◽  
Vol 42 (19) ◽  
pp. no-no
Author(s):  
Jagan M. R. Narayanam ◽  
Corey R. J. Stephenson

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Leitao Huan ◽  
Xiaomin Shu ◽  
Weisai Zu ◽  
De Zhong ◽  
Haohua Huo

AbstractAsymmetric C(sp3)−H functionalization is a persistent challenge in organic synthesis. Here, we report an asymmetric benzylic C−H acylation of alkylarenes employing carboxylic acids as acyl surrogates for the synthesis of α-aryl ketones via nickel and photoredox dual catalysis. This mild yet straightforward protocol transforms a diverse array of feedstock carboxylic acids and simple alkyl benzenes into highly valuable α-aryl ketones with high enantioselectivities. The utility of this method is showcased in the gram-scale synthesis and late-stage modification of medicinally relevant molecules. Mechanistic studies suggest a photocatalytically generated bromine radical can perform benzylic C−H cleavage to activate alkylarenes as nucleophilic coupling partners which can then engage in a nickel-catalyzed asymmetric acyl cross-coupling reaction. This bromine-radical-mediated C−H activation strategy can be also applied to the enantioselective coupling of alkylarenes with chloroformate for the synthesis of chiral α-aryl esters.


2013 ◽  
Vol 33 (10) ◽  
pp. 2046 ◽  
Author(s):  
Xiaojun Dai ◽  
Xiaoliang Xu ◽  
Xiaonian Li

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