5-Phenyl-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde
CAS Number:
881676-90-0
Molecular Formula:
C16H12N2O3S
Ring expansion and ring opening of 3-halooxindoles with N-alkoxycarbonyl-O-tosylhydroxylamines for divergent access to 4-aminoquinolin-2-ones and N-Cbz-N’-arylureas
Literature Information
Publication Date
2020-12-23
DOI
10.1039/D0QO01335H
Impact Factor
5.281
Authors
Wei-Cheng Yuan, Jian Zuo, Shu-Pei Yuan, Jian-Qiang Zhao, Zhen-Hua Wang, Yong You
View Original
Abstract
A divergent method for ring expansion and ring opening of 3-halooxindoles has been developed. Under mild base-mediated conditions, 3-halooxindoles generate indolones in situ, which then react smoothly with N-alkoxycarbonyl-O-tosylhydroxylamines to give 4-aminoquinolin-2-ones and N-Cbz-N′-arylureas in good to excellent yields via ring expansion and opening pathways, respectively. This protocol is characterized by easy availability of substrates, user-friendly reaction conditions, broad functional group tolerance, and a simple operation procedure.
Recommended Journals
Related Literature
A drug formulation using an alginate hydrogel matrix for efficient oral delivery of the manganese porphyrin-based superoxide dismutase mimic
S. Ito, M. Shinohara, M. Kaneko
2015-05-13
Paper
DOI: 10.1039/C5BM00056D
Catalytic mechanism for selective hydrogen production based on formate decomposition with polyvinylpyrrolidone-dispersed platinum nanoparticles
Yusuke Minami
2020-04-16
Paper
DOI: 10.1039/D0SE00363H
Preconcentration and determination of As, Cd, Pb and Bi using different sample introduction systems, cloud point extraction and inductively coupled plasma optical emission spectrometry
Fernanda dos Santos Depoi, Tiago Charão de Oliveira, Diogo Pompéu de Moraes, Dirce Pozebon
2011-10-07
Paper
DOI: 10.1039/C1AY05246B
Facile fabrication of graphitization-enhanced wrinkled paper-like N-doped porous carbon via a ZnCl2-modified NaCl-template method for use as an anode in lithium ion batteries
Shuai Ru, Xia Wang, Guoqing Ma, Junyu Tan, Haihong Xiao, Zhaoquan Ai
2020-04-22
Paper
DOI: 10.1039/D0SE00517G
In situ monitoring of polymerredox states by resonance μRaman spectroscopy and its applications in polymer modified microfluidic channels
Hella Logtenberg, Laurens-Jan C. Jellema, Maria J. Lopez-Martinez, Jetsuda Areephong, Elisabeth Verpoorte, Ben L. Feringa, Wesley R. Browne
2011-10-20
Paper
DOI: 10.1039/C1AY05475A
Carbon nanosheets from biomass waste: insights into the role of a controlled pore structure for energy storage
Limin Zhang, Wenqing Zhao, Feng Jiang, Mengjie Tian, Yue Yang, Peng Ge, Wei Sun
2020-04-22
Paper
DOI: 10.1039/D0SE00305K
Transforming waste cigarette filters into 3D carbon scaffolds for form-stable and energy conversion phase change materials
Malik Muhammad Umair, Yuang Zhang, Shufen Zhang, Xin Jin
2020-06-17
Paper
DOI: 10.1039/D0SE00368A
Recent advances of nonprecious and bifunctional electrocatalysts for overall water splitting
Xiao Shang, Jian-Hong Tang, Yujie Sun
2020-04-23
Review Article
DOI: 10.1039/D0SE00466A
You might also like
Compound Q&A
What industries use (1R,3S)-1,3-Cyclopentanediol (CAS: 16326-97-9)?
(1R,3S)-1,3-Cyclopentanediol finds applications in various industries. In the ph...
16326-97-9(1R,3S)-1,3-Cyclopen...
Compound Q&A
What precautions should be taken when handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine (CAS: 637-31-0)?
When handling N'-[4-(Dimethylamino)phenyl]-N,N-dimethyl-1,4-benzenediamine, it i...
637-31-0N'-[4-(Dimethylamino...
Compound Q&A
Are there alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine (CAS: 1352318-16-1) in synthesis?
There are several alternatives to 5-(2,4-Difluorophenyl)-2-methoxypyrimidine in ...
1352318-16-15-(2,4-Difluoropheny...
Compound Q&A
What regulatory guidelines apply to 1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6)?
1-(3-Methoxyphenoxy)propan-2-ol (CAS: 382141-68-6) must comply with the Globally...
382141-68-61-(3-Methoxyphenoxy)...
Compound Q&A
Is Tetrodotoxin Citrate (CAS: 18660-81-6) safe?
Tetrodotoxin Citrate is extremely dangerous and should be handled with extreme c...
18660-81-6Tetrodotoxin Citrate
Compound Q&A
What are the main uses of 2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9)?
2-Methyl-2-propanyl [(1R,3S)-3-hydroxycyclopentyl]carbamate (CAS: 225641-84-9) i...
225641-84-92-Methyl-2-propanyl ...
Compound Q&A
How should waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) be handled?
Waste containing 4-(2-Hydroxyhexafluoroisopropyl)Benzoic Acid (CAS: 16261-80-6) ...
16261-80-64-(2-Hydroxyhexafluo...
Compound Q&A
How is 2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl}carbamate (CAS: 102507-19-7) typically synthesized?
2-Methyl-2-proanyl {(2S)-1-[(benzyloxy)amino]-3-hydroxy-3-methyl-1-oxo-2-butanyl...
102507-19-72-Methyl-2-propanyl ...
Compound Q&A
What is Benzeneethanamine, α-ethyl-, hydrochloride (1:1) (CAS: 20735-15-3)?
Benzeneethanamine, α-ethyl-, hydrochloride (1:1) is an organic compound with the...
20735-15-3Benzeneethanamine, α...
Compound Q&A
Are there alternatives to 3-{(E)-[4-(Dimethylamino)phenyl]diazenyl}benzoic acid (CAS: 20691-84-3) in synthesis?
In the synthesis of compounds similar to 3-{(E)-[4-(Dimethylamino)phenyl]diazeny...
20691-84-33-{(E)-[4-(Dimethyla...
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
![6-Bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine structure](https://static.chemtradehub.com/structs/120/1203499-17-5-b4d1.webp "6-Bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine structure")
6-Bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine
CAS Number:
1203499-17-5
Molecular Formula:
C7H7BrN2O
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.