Visible-light promoted sulfonamidation of enol acetates to α-amino ketones based on redox-neutral photocatalysis
Literature Information
Publication Date
2019-10-02
DOI
10.1039/C9QO01119F
Impact Factor
5.281
Authors
Lin Wang, Pi Cheng, Xinhao Wang, Wei Wang, Jianguo Zeng, Yun Liang, Oliver Reiser
View Original
Abstract
A visible-light mediated photoredox-catalyzed sulfonamidation of enol acetates to α-amino ketones has been developed. Upon irradiation with a blue LED (λ 425 ± 15 nm) in the presence of catalytic amounts of Ir(ppy)3 (2 mol%), N-arylsulfonyl-1-aminopyridine salts were transformed into N-centered radical intermediates, which then underwent coupling with enol acetates to give α-sulfonylamino ketones in up to 83% yield. The process features mild and operationally simple reaction conditions and does not require an external oxidant.
Recommended Journals
Russian Journal of Bioorganic Chemistry
Journal of Saudi Chemical Society
Journal of Peptide Science
Current Opinion in Colloid & Interface Science
Chemical Communications
Nature Medicine
Chemistry Education Research and Practice
Saudi Pharmaceutical Journal
Crystallography Reports
Journal of Natural Medicines
Related Literature
The durability of carbon nanotubes in the selective reduction of nitrobenzene
Zhenzhen Guo, Nuoyi Zheng, Liyun Zhang, Zhijun Xia, Dehua Wang, Jianfen Shen, Hua Yan, Shuchang Wu, Hongyang Liu
2020-02-26
Communication
DOI: 10.1039/D0CP00186D
Highly fluorescent hybrid Au/Ag nanoclusters stabilized with poly(ethylene glycol)- and zwitterion-modified thiolate ligands
Dinesh Mishra, Sisi Wang, Zhicheng Jin, Yan Xin, Eric Lochner, Hedi Mattoussi
2019-09-09
Paper
DOI: 10.1039/C9CP03723C
Quantitative analysis of the coupling between proton and electron transport in peptide/manganese oxide hybrid films
Misong Ju, Ouk Hyun Cho, Jaehun Lee, Mani Balamurugan, Ki Tae Nam
2020-03-10
Paper
DOI: 10.1039/C9CP05581A
Large scale quantum dynamics investigations on the sensing mechanism of H2O, acetone, NO2 and O3 adsorption on the (MA)2Pb(SCN)2I2 surface
Shijie Zhou, Lei Tong, Yinjie Liao, Juxia Yi, Yao Qi
2019-07-12
Paper
DOI: 10.1039/C9CP02703C
A ReaxFF molecular dynamics study of molecular-level interactions during binder jetting 3D-printing
Yawei Gao, Yun Kyung Shin, Daniel Martinez, Guha Manogharan, Adri C. T. van Duin
2019-09-10
Paper
DOI: 10.1039/C9CP03585K
Photoexcited triplet states of twisted acenes investigated by Electron Paramagnetic Resonance
Claudia E. Tait, Anjan Bedi, Ori Gidron, Jan Behrends
2019-09-20
Paper
DOI: 10.1039/C9CP04135D
Interaction of positronium with dissolved oxygen in liquids‡
P. S. Stepanov, F. A. Selim, A. V. Bokov, O. V. Ilyukhina, G. Duplâtre
2020-01-29
Paper
DOI: 10.1039/C9CP06105C
Strain analysis from M-edge resonant inelastic X-ray scattering of nickel oxide films
P. S. Miedema, I. Alonso Calafell, C. Schüßler-Langeheine, M. Beye
2019-09-20
Paper
DOI: 10.1039/C9CP03593A
You might also like
Compound Q&A
Is 6-(3-Fluorophenyl)picolinic acid (CAS: 887982-40-3) safe?
6-(3-Fluorophenyl)picolinic acid is generally considered safe for laboratory use...
887982-40-36-(3-Fluorophenyl)pi...
Compound Q&A
What industries use (3R)-3-Pyrrolidinol (CAS: 2799-21-5)?
(3R)-3-Pyrrolidinol is used in the pharmaceutical industry as a precursor for dr...
2799-21-5(3R)-3-Pyrrolidinol
Compound Q&A
What precautions should be taken when handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-8)?
When handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-...
59779-75-8(4R,5R)-4,5-Diethoxy...
Compound Q&A
How is 1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone (CAS: 90734-71-7) typically synthesized?
1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone is often synthesized via a mult...
90734-71-71-(6-Chloroimidazo[1...
Compound Q&A
What is the market or research trend for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1)?
The market for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1) remains steady,...
39180-83-1N-Ethyl-3,4-dimethyl...
Compound Q&A
What is Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate (CAS: 1019008-21-9)?
Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate is a chemical compound wit...
1019008-21-9Tert-butyl 3-(pyrrol...
Compound Q&A
What regulatory guidelines apply to 1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1)?
1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1) falls under the classi...
1228956-93-11-Bromo-3-chloro-2,4...
Compound Q&A
Is 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07-4) safe?
The safety of 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07...
1368622-07-48-Bromo-2-methyl-3,4...
Compound Q&A
Is Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate (CAS: 22785-43-9) safe?
Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate is generally safe when handled wi...
22785-43-9Benzyl [(3S)-2,6-dio...
Compound Q&A
How should 1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine (CAS: 928657-21-0) be stored?
1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine s...
928657-21-01-{[4-(4,4,5,5-Tetra...
Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![3-[(3R,4R)-3-[(6-aminopyrimidin-4-yl)-methyl-amino]-4-methyl-1-piperidyl]-3-oxo-propanenitrile structure](https://static.chemtradehub.com/structs/164/1640971-60-3-83a4.webp "3-[(3R,4R)-3-[(6-aminopyrimidin-4-yl)-methyl-amino]-4-methyl-1-piperidyl]-3-oxo-propanenitrile structure")
3-[(3R,4R)-3-[(6-aminopyrimidin-4-yl)-methyl-amino]-4-methyl-1-piperidyl]-3-oxo-propanenitrile
CAS Number:
1640971-60-3
Molecular Formula:
C14H20N6O
![trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid structure](https://static.chemtradehub.com/structs/951/951173-25-4-27cd.webp "trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid structure")
trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid
CAS Number:
951173-25-4
Molecular Formula:
C10H17NO4
![Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate structure](https://static.chemtradehub.com/structs/130/1305320-60-8-84b4.webp "Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate structure")
Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate
CAS Number:
1305320-60-8
Molecular Formula:
C16H14N4O3
Recommended Suppliers
Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.