Tert-butyl 3-iodo-5-nitro-1H-indazole-1-carboxylate
CAS Number:
459133-69-8
Molecular Formula:
C12H12IN3O4
Synthesis of 2,3-diaza-anthraquinones via the bidentate Lewis acid catalysed inverse electron-demand Diels–Alder (IEDDA) reaction
Literature Information
Publication Date
2017-04-05
DOI
10.1039/C7QO00172J
Impact Factor
5.281
Authors
Longcheng Hong, Sebastian Ahles, Marcel A. Strauss, Christian Logemann, Hermann A. Wegner
View Original
Abstract
The bidentate bisborane Lewis acid catalysed inverse electron-demand Diels–Alder (IEDDA) reaction of 1,4-naphthoquinones (1,4-NQs) with 1,2,4,5-tetrazine (TZ) has been developed for the synthesis of 2,3-diaza-anthraquinones (2,3-DAAQs). Only due to the coordination of TZ with the bisborane catalyst, the IEDDA reaction of electron-deficient 1,4-NQs is possible. The use of TZ as the nitrogen source provides an efficient strategy to the 2,3-diaza-anthraquinones. The 2,3-DAAQs themselves are suitable dienes for a second bidentate Lewis acid catalysed IEDDA reaction with various dienophiles to afford substituted AQs. AQs have been discussed as privileged structures for applications in medicinal as well as materials science.
Related Literature
A potential material for hydrogen storage: a Li decorated graphitic-CN monolayer
Yong-Dao Chen, Song Yu, Wen-Hui Zhao, Shun-Fang Li, Xiang-Mei Duan
2018-04-25
Paper
DOI: 10.1039/C8CP01145A
Theoretical study on mesoscopic-size impurity effects in the charge separation process of organic photocells
Motomichi Tashiro, Takahito Nakajima
2018-05-21
Paper
DOI: 10.1039/C7CP08125A
Isomer-specific detection in the UV photodissociation of the propargyl radical by chirped-pulse mm-wave spectroscopy in a pulsed quasi-uniform flow
Bernadette M. Broderick, Nicolas Suas-David, Nureshan Dias, Arthur G. Suits
2017-11-13
Paper
DOI: 10.1039/C7CP06211G
Au36(SePh)24 nanomolecules: synthesis, optical spectroscopy and theoretical analysis
Milan Rambukwella, Anish Ravishanker, Alessandro Fortunelli, Mauro Stener, Amala Dass
2018-05-08
Paper
DOI: 10.1039/C8CP01564C
Bandgap scaling and negative differential resistance behavior of zigzag phosphorene antidot nanoribbons (ZPANRs)
Santhia Carmel, Adhithan Pon, N. Meenakshisundaram, R. Ramesh, Arkaprava Bhattacharyya
2018-05-01
Paper
DOI: 10.1039/C8CP01435C
Tunable reactivity of supported single metal atoms by impurity engineering of the MgO(001) support
2018-01-31
Paper
DOI: 10.1039/C7CP08370J
Magnetism of NaFePO4 and related polyanionic compounds
Oier Arcelus, Sergey Nikolaev, Javier Carrasco
2018-04-27
Paper
DOI: 10.1039/C8CP01961D
Lithium doping on 2D squaraine-bridged covalent organic polymers for enhancing adsorption properties: a theoretical study
Ling Huang, Xianfeng Yi, Anmin Zheng
2018-01-31
Paper
DOI: 10.1039/C7CP07686J
A drastic influence of the anion nature and concentration on high pressure intrusion–extrusion of electrolyte solutions in Silicalite-1
A. Ryzhikov, H. Nouali, T. J. Daou, J. Patarin
2018-02-01
Paper
DOI: 10.1039/C7CP06520E
Performance of PELDOR, RIDME, SIFTER, and DQC in measuring distances in trityl based bi- and triradicals: exchange coupling, pseudosecular coupling and multi-spin effects
Andreas Meyer, Jean Jacques Jassoy, Sebastian Spicher, Andreas Berndhäuser, Olav Schiemann
2018-05-01
Paper
DOI: 10.1039/C8CP01276H
You might also like
Compound Q&A
What precautions should be taken when handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3)?
When handling 4-Methyl-6-(trifluoromethyl)quinoline (CAS: 40716-16-3), safety go...
40716-16-34-Methyl-6-(trifluor...
Compound Q&A
What is 4-(3,5-Difluorophenyl)aniline (CAS: 405058-00-6)?
4-(3,5-Difluorophenyl)aniline is an aromatic organic compound with the CAS numbe...
405058-00-64-(3,5-Difluoropheny...
Compound Q&A
How is 5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid (CAS: 338982-07-3) typically synthesized?
5-{[4-(Trifluoromethyl)phenyl]sulfanyl}-1,2,3-thiadiazole-4-carboxylic acid can ...
338982-07-35-{[4-(Trifluorometh...
Compound Q&A
What is the market or research trend for 4-Benzylaniline hydrochloride (CAS: 6317-57-3)?
The market for 4-Benzylaniline hydrochloride (CAS: 6317-57-3) is steadily growin...
6317-57-34-Benzylaniline hydr...
Compound Q&A
Is [3-(Diethylsulfamoyl)phenyl]boronic acid (CAS: 871329-58-7) safe?
[3-(Diethylsulfamoyl)phenyl]boronic acid is generally considered safe when handl...
871329-58-7[3-(Diethylsulfamoyl...
Compound Q&A
What are the main uses of 3-Bromo-2,5-dimethoxyaniline (CAS: 115929-62-9)?
3-Bromo-2,5-dimethoxyaniline is mainly used in the pharmaceutical and chemical i...
115929-62-93-Bromo-2,5-dimethox...
Compound Q&A
What regulatory guidelines apply to N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7)?
N-Methyl-1-(5-methyl-1H-indol-3-yl)methanamine (CAS: 915922-67-7) is subject to ...
915922-67-7N-Methyl-1-(5-methyl...
Compound Q&A
What industries use Carbamic acid, N-[(5S)-5,6-diamino-6-oxohexyl]-, 1,1-dimethylethyl ester (CAS: 24828-96-4)?
This compound is primarily used in the pharmaceutical industry for the synthesis...
24828-96-4Carbamic acid, N-[(5...
Compound Q&A
How should 2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) be stored?
2-Methyl-2-propanyl [(1S,3R)-3-aminocyclohexyl]carbamate (CAS: 1298101-47-9) sho...
1298101-47-92-Methyl-2-propanyl ...
Compound Q&A
What industries use Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9)?
Ethyl 2-bromo-4,4,4-trifluorobutanoate (CAS: 367-33-9) is utilized in the pharma...
367-33-9Ethyl 2-bromo-4,4,4-...
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
![6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole-6-carboxylic acid structure](https://static.chemtradehub.com/structs/136/1369160-12-2-6524.webp "6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole-6-carboxylic acid structure")
6,7-Dihydro-5H-pyrrolo[1,2-a]imidazole-6-carboxylic acid
CAS Number:
1369160-12-2
Molecular Formula:
C7H8N2O2
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.