An unexpected reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and thiourea under photoinduced conditions
Literature Information
Publication Date
2019-04-11
DOI
10.1039/C9QO00410F
Impact Factor
5.281
Authors
Xiaofang Li, Wenlin Xie, Shengqing Ye
View Original
Abstract
A photoinduced synthesis of S-aryl thiosulfonates through a three-component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and thiourea is achieved. The reaction scope generality with a range of aryldiazonium tetrafluoroborates is demonstrated. In this transformation, a radical coupling pathway is proposed with the insertion of sulfur dioxide in the presence of a photocatalyst under visible light irradiation. The organic sulfur motifs in S-aryl thiosulfonates originate from the convenient, cheap, and easily available thiourea and sodium metabisulfite.
Recommended Journals
Polycyclic Aromatic Compounds
Journal of Chemical Sciences
Acta Metallurgica Sinica-English Letters
Main Group Chemistry
Critical Reviews in Solid State and Materials Sciences
Topics in Catalysis
Bioorganic & Medicinal Chemistry
Bioorganic & Medicinal Chemistry Letters
Colloid Journal
Chinese Journal of Chemistry
Related Literature
Copper-free click chemistry on polymersomes: pre- vs. post-self-assembly functionalisation
Silvie A. Meeuwissen, Marjoke F. Debets, Jan C. M. van Hest
2011-12-20
Paper
DOI: 10.1039/C2PY00466F
Tuning the photovoltaic parameters of thiophene-linked donor–acceptor liquid crystalline copolymers for organic photovoltaics
Lie Chen, Fan Li, Xingye Ren, Hongming Wang, Yongfang Li
2012-01-17
Paper
DOI: 10.1039/C2PY00523A
A ‘smart’ approach towards the formation of multifunctional nano-assemblies by simple mixing of block copolymers having a common temperature sensitive segment
Mitsuhiro Ebara, Naokazu Idota, Ravin Narain
2012-02-15
Paper
DOI: 10.1039/C2PY00589A
Synthesis and polymerization of C-vinyl- and N-vinyl-1,2,3-triazoles
Samir Beghdadi, Daniele Addis, Hatem Ben Romdhane, Julien Bernard, Eric Drockenmuller
2011-10-28
Review Article
DOI: 10.1039/C1PY00446H
Synthesis and antibacterial characterization of gemini surfactant monomers and copolymers
Yi Zhang, Mingming Ding, Lijuan Zhou, Hong Tan, Jiehua Li, Huining Xiao, Jianshu Li, James Snow
2012-01-30
Paper
DOI: 10.1039/C2PY00558A
Self-healable and recyclable triple-shape PPDO–PTMEG co-network constructed through thermoreversible Diels–Alder reaction
Jingjing Zhang, Ying Niu, Caili Huang, Liping Xiao, Zhongtao Chen, Keke Yang, Yuzhong Wang
2012-04-26
Communication
DOI: 10.1039/C2PY20028G
Copper mediated controlled radical polymerization of methyl acrylate in the presence of ascorbic acid in a continuous tubular reactor
Nicky Chan, Michael F. Cunningham, Robin A. Hutchinson
2012-03-23
Paper
DOI: 10.1039/C2PY20065A
Imidazole-accelerated crosslinking of epoxidized natural rubber by dicarboxylic acids: a mechanistic investigation using NMR spectroscopy
Myriam Pire, Cédric Lorthioir, Evdokia K. Oikonomou, Sophie Norvez, Ilias Iliopoulos, Benoît Le Rossignol, Ludwik Leibler
2012-01-31
Paper
DOI: 10.1039/C2PY00591C
Rapidly thiol-responsive degradable block copolymer nanocarriers with facile bioconjugation
Samuel Aleksanian, Behnoush Khorsand, Rolf Schmidt, Jung Kwon Oh
2012-04-18
Paper
DOI: 10.1039/C2PY20154B
Benzoxazine-based phosphinated bisphenols and their application in preparing flame-retardant, low dielectric cyanate ester thermosets
Hou Chien Chang, Hung Tse Lin, Ching Hsuan Lin
2012-02-01
Paper
DOI: 10.1039/C2PY00528J
You might also like
Compound Q&A
Are there alternatives to 1-(4-Chlorophenyl)-N-hydroxymethanimine (CAS: 3848-36-0) in synthesis?
When considering alternatives to 1-(4-Chlorophenyl)-N-hydroxymethanimine (CAS: 3...
3848-36-01-(4-Chlorophenyl)-N...
Compound Q&A
How should (1R,9S,10S,12S,14E,16S,19R,20R,21S,22R)-3,9,21-Trihydroxy-5,10,12,14,16,20,22-heptamethyl-23,24-dioxatetracyclo[17.3.1.1~6,9~.0~2,7~]tetracosa-2,5,7,14-tetraen-4-one (CAS: 183202-73-5) be stored?
This compound should be stored in a cool, dry place away from direct sunlight. I...
183202-73-5(1R,9S,10S,12S,14E,1...
Compound Q&A
How is 3-(4-Bromophenyl)-5-(2-fluorophenyl)-1,2,4-oxadiazole (CAS: 419553-16-5) typically synthesized?
3-(4-Bromophenyl)-5-(2-fluorophenyl)-1,2,4-oxadiazole is synthesized through a m...
419553-16-53-(4-Bromophenyl)-5-...
Compound Q&A
How is 5-Chloro-2-(4-chlorophenyl)-4-methyl-6-[3-(1-piperidinyl)propoxy]pyrimidine (CAS: 1639220-19-1) typically synthesized?
5-Chloro-2-(4-chlorophenyl)-4-methyl-6-[3-(1-piperidinyl)propoxy]pyrimidine (CAS...
1639220-19-15-Chloro-2-(4-chloro...
Compound Q&A
What industries use 2-Chloro-4-(difluoromethoxy)pyridine (CAS: 1206978-15-5)?
2-Chloro-4-(difluoromethoxy)pyridine is used in the pharmaceutical industry for ...
1206978-15-52-Chloro-4-(difluoro...
Compound Q&A
What regulatory guidelines apply to 3-Chloro-6-methylpyridazine (CAS: 1121-79-5)?
3-Chloro-6-methylpyridazine (CAS: 1121-79-5) is classified under the Globally Ha...
1121-79-53-Chloro-6-methylpyr...
Compound Q&A
Are there alternatives to Methyl 4,5-dimethyl-2-nitrobenzoate in synthesis?
Several alternatives can be used in the synthesis of Methyl 4,5-dimethyl-2-nitro...
90922-74-0Methyl 4,5-dimethyl-...
Compound Q&A
Are there alternatives to (2E,2'E)-3,3'-(1,4-Phenylene)bisacrylaldehyde in synthesis?
Alternatives to (2E,2'E)-3,3'-(1,4-Phenylene)bisacrylaldehyde include other acry...
63405-68-5(2E,2'E)-3,3'-(1,4-P...
Compound Q&A
What is 3-Amino-5-chloropyridin-2-ol hydrochloride (CAS: 1261906-29-9)?
3-Amino-5-chloropyridin-2-ol hydrochloride is an organic compound with the CAS n...
1261906-29-93-Amino-5-chloropyri...
Compound Q&A
What precautions should be taken when handling 6,7-Difluoro-2,3-dihydro-4H-chromen-4-one (CAS: 1092349-93-3)?
When handling 6,7-Difluoro-2,3-dihydro-4H-chromen-4-one, it is essential to wear...
1092349-93-36,7-Difluoro-2,3-dih...
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
![[4-(Isobutyrylamino)phenyl]boronic acid structure](https://static.chemtradehub.com/structs/874/874219-50-8-6ab5.webp "[4-(Isobutyrylamino)phenyl]boronic acid structure")
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.