Photoredox/Nickel-Catalyzed Hydroacylation of Ethylene with Aromatic Acids

2021 ◽  
Author(s):  
Jin Xie ◽  
Lili Zhang ◽  
Shuai Chen ◽  
hengchi He ◽  
Weipeng Li ◽  
...  

We report a general, practical and scalable hydroacylation reaction of ethylene with aromatic carboxylic acids with the synergistic combination of nickel and photoredox catalysis. This strategy was achieved by converting...

2015 ◽  
Vol 127 (47) ◽  
pp. 14272-14275 ◽  
Author(s):  
Giulia Bergonzini ◽  
Carlo Cassani ◽  
Carl-Johan Wallentin

2018 ◽  
Vol 9 (15) ◽  
pp. 3860-3865 ◽  
Author(s):  
Jacob M. Quibell ◽  
Gregory J. P. Perry ◽  
Diego M. Cannas ◽  
Igor Larrosa

Aromatic acids are converted into aryl bromides simply and efficiently via decarboxylation providing new depth and insight into Hunsdiecker-type reactivity.


2019 ◽  
Vol 21 (19) ◽  
pp. 5368-5373 ◽  
Author(s):  
Hongshuo Jiang ◽  
Guijie Mao ◽  
Hongfeng Wu ◽  
Qi An ◽  
Minghui Zuo ◽  
...  

An efficient intramolecular radical cyclization reaction via photoredox catalysis was developed for the synthesis of dibenzocycloketone derivatives using methylene blue as a photosensitizer.


2018 ◽  
Author(s):  
Erin Stache ◽  
Alyssa B. Ertel ◽  
Tomislav Rovis ◽  
Abigail G. Doyle

Alcohols and carboxylic acids are ubiquitous functional groups found in organic molecules that could serve as radical precursors, but C–O bonds remain difficult to activate. We report a synthetic strategy for direct access to both alkyl and acyl radicals from these ubiquitous functional groups via photoredox catalysis. This method exploits the unique reactivity of phosphoranyl radicals, generated from a polar/SET crossover between a phosphine radical cation and an oxygen centered nucleophile. We first show the desired reactivity in the reduction of benzylic alcohols to the corresponding benzyl radicals with terminal H-atom trapping to afford the deoxygenated product. Using the same method, we demonstrate access to synthetically versatile acyl radicals which enables the reduction of aromatic and aliphatic carboxylic acids to the corresponding aldehydes with exceptional chemoselectivity. This protocol also transforms carboxylic acids to heterocycles and cyclic ketones via intramolecular acyl radical cyclizations to forge new C–O, C–N and C–C bonds in a single step.


2021 ◽  
Vol 143 (5) ◽  
pp. 2200-2206
Author(s):  
Duanyang Kong ◽  
Maxime Munch ◽  
Qiqige Qiqige ◽  
Christopher J. C. Cooze ◽  
Benjamin H. Rotstein ◽  
...  

2021 ◽  
pp. 116443
Author(s):  
N. Bensid ◽  
R. Zerdoum ◽  
Z. Hattab ◽  
Y. Boutaleb ◽  
M. Bououdina

ChemInform ◽  
2012 ◽  
Vol 43 (35) ◽  
pp. no-no
Author(s):  
Chao-Jun Hu ◽  
Xiao-Hong Zhang ◽  
Qiu-Ping Ding ◽  
Ting Lv ◽  
Shao-Peng Ge ◽  
...  

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