![10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine structure](https://static.chemtradehub.com/structs/292/29216-28-2-1d81.webp "10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine structure")
10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine
CAS Number:
29216-28-2
Molecular Formula:
C20H22N2S
A highly efficient Hg(OTf)2-mediated Sakurai–Hosomi allylation of N-tert-butyloxycarbonylamino sulfones, aldehydes, fluoroalkyl ketones and α,β-unsaturated enones using allyltrimethylsilane
Literature Information
Publication Date
2019-10-25
DOI
10.1039/C9QO01049A
Impact Factor
5.281
Authors
Yi Gong, Ying-Bo Shi, Feng Zhou, Ying Zhou
View Original
Abstract
It is reported that cheap and easily available Hg(OTf)2 can efficiently mediate the Sakurai–Hosomi reaction of N-tert-butyloxycarbonyl (Boc) amino sulfones, aldehydes, and α-fluoroalkyl ketones using allyltrimethylsilane, with the catalyst loading down to 0.5–5.0 mol%, enabling the facile access to synthetically valuable homoallylic alcohols or amines, respectively. A chemoselective 1,4-allylation of α,β-unsaturated enones is also achieved under the catalysis of 5.0 mol% Hg(OTf)2. In most cases, Hg(OTf)2 exhibited intriguing properties superior to those of commonly used metal Lewis acids for such reactions, suggesting that mercury catalysis is worthwhile to explore.
Related Literature
Structurally diverse diketopiperazine alkaloids from the marine-derived fungus Aspergillus versicolor SCSIO 41016
Huaming Tao, Xiuping Lin, Bin Yang, Xuefeng Zhou
2019-01-30
Research Article
DOI: 10.1039/C8QO01147H
Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities
Yuan Yao, Guirong Zhu, Qin Chen, Hui Qian
2018-12-11
Research Article
DOI: 10.1039/C8QO01202D
Synthesis, photophysical properties, and self-dimerization studies of 2-λ5-phosphaquinolin-2-ones
Jeremy P. Bard, Chun-Lin Deng, Hannah C. Richardson, Jacob M. Odulio, Joshua E. Barker, Lev N. Zakharov, Paul H.-Y. Cheong, Darren W. Johnson, Michael M. Haley
2019-03-25
Research Article
DOI: 10.1039/C9QO00199A
Palladium-catalyzed successive C–H bond arylations and annulations toward the π-extension of selenophene-containing aromatic skeletons
Xinzhe Shi, Shuxin Mao, Thierry Roisnel, Henri Doucet, Jean-François Soulé
2019-05-16
Research Article
DOI: 10.1039/C9QO00218A
Optimal design of thiostrepton-derived thiopeptide antibiotics and their potential application against oral pathogens
Jian Wang, Xuebing Bai, Jiang Tao
2019-02-28
Research Article
DOI: 10.1039/C9QO00219G
Ruthenium(ii)-catalyzed C–O/C–S cyclization for the synthesis of 5-membered O-containing and S-containing heterocycles
Jian Liu, Yu Wen, Fengjun He, Liang Gao, Lina Gao, Junwei Wang, Xiachang Wang, Yinan Zhang, Lihong Hu
2019-02-06
Research Article
DOI: 10.1039/C8QO01425F
Efficient and practical synthesis of unsymmetrical disulfides via base-catalyzed aerobic oxidative dehydrogenative coupling of thiols
Xu Qiu, Xiaoxue Yang, Yiqun Zhang, Ning Jiao
2019-04-22
Research Article
DOI: 10.1039/C9QO00239A
You might also like
Compound Q&A
How should waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane be handled?
Waste containing (6-Bromo-2-naphthyl)oxy](dimethyl)(2-methyl-2-propanyl)silane (...
100751-65-3[(6-Bromo-2-naphthyl...
Compound Q&A
How is 7-Fluoro-4-isoquinolinecarboxylic acid (CAS: 1841081-40-0) typically synthesized?
7-Fluoro-4-isoquinolinecarboxylic acid can be synthesized via a multi-step proce...
1841081-40-07-Fluoro-4-isoquinol...
Compound Q&A
What are the physical and chemical properties of 2,3,5,6-Tetrabromothieno[3,2-b]thiophene (CAS: 124638-53-5)?
2,3,5,6-Tetrabromothieno[3,2-b]thiophene is a crystalline compound with a high m...
124638-53-52,3,5,6-Tetrabromoth...
Compound Q&A
Is 1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indole-4-carboxamide (CAS: 1542705-92-9) safe?
1-[4-(Benzylamino)-7,8-dihydro-5H-pyrano[4,3-d]pyrimidin-2-yl]-2-methyl-1H-indol...
1542705-92-91-[4-(Benzylamino)-7...
Compound Q&A
What is the market or research trend for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3-methyl-4-oxo- (CAS: 113942-30-6)?
The market for imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxylic acid, 3,4-dihydro-3...
113942-30-6Imidazo[5,1-d]-1,2,3...
Compound Q&A
What is 3-(Triisopropylsilyl)propiolaldehyde (CAS: 163271-80-5)?
3-(Triisopropylsilyl)propiolaldehyde is a synthetic organic compound with the CA...
163271-80-53-(Triisopropylsilyl...
Compound Q&A
What regulatory guidelines apply to 6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1)?
6-Nitro-2H-1,4-benzoxazin-3(4H)-one (CAS: 81721-87-1) is subject to various regu...
81721-87-16-Nitro-2H-1,4-benzo...
Compound Q&A
How should waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piperazinyl)acetic acid (CAS: 885272-91-3) be handled?
Waste containing (3-Fluorophenyl)(4-{[(2-methyl-2-propanyl)oxy]carbonyl}-1-piper...
885272-91-3(3-Fluorophenyl)(4-{...
Compound Q&A
What are the physical and chemical properties of N,N'-4,4'-Biphenyldiyldiisonicotinamide (CAS: 55119-40-9)?
N,N'-4,4'-Biphenyldiyldiisonicotinamide is a white crystalline solid with a mole...
55119-40-9N,N'-4,4'-Biphenyldi...
Compound Q&A
What industries use 6-Bromo-8-fluoro-2-quinazolinol (CAS: 1036756-15-6)?
6-Bromo-8-fluoro-2-quinazolinol is primarily used in the pharmaceutical industry...
1036756-15-66-Bromo-8-fluoro-2-q...
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
![5-Bromoimidazo[1,2-a]pyridine structure](https://static.chemtradehub.com/structs/692/69214-09-1-d8e2.webp "5-Bromoimidazo[1,2-a]pyridine structure")
![2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane structure](https://static.chemtradehub.com/structs/567/56718-70-8-f037.webp "2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane 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.