Efficiently diastereoselective synthesis of functionalized hydro-carbazoles by base-mediated tandem annulation of 1-(2-amino-aryl)prop-2-en-1-ones and sulfur ylide
Literature Information
Publication Date
2020-05-11
DOI
10.1039/D0QO00423E
Impact Factor
5.281
Authors
Chengyuan Wang, Jiong Zhang, Zheyuan Wang, Xin-Ping Hui
View Original
Abstract
The base-promoted [3 + 3]/[1 + 4] tandem reaction of tosyl-protected o-amino α,β-unsaturated ketones and crotonate-derived sulfur ylide for the efficiently diastereoselective synthesis of functionalized hydrocarbazoles is reported. The reaction proceeded smoothly and gave the desired products in high yields and excellent diastereoselectivities under mild conditions. The hydrocarbazoles could be readily transformed into functionalized carbazoles.
Recommended Journals
Electroanalysis
Journal of Asian Natural Products Research
Critical Reviews in Solid State and Materials Sciences
Journal of Chemical Sciences
Acta Metallurgica Sinica-English Letters
Heteroatom Chemistry
Medicinal Chemistry Research
Bioorganic & Medicinal Chemistry
Colloid Journal
Bioorganic & Medicinal Chemistry Letters
Related Literature
A sequential highly stereoselective hydroboration and Suzuki–Miyaura cross-coupling reaction of fluoroalkylated internal acetylenes: a practical one-pot synthesis of fluoroalkylated trisubstituted alkenes
Tsutomu Konno, Jungha Chae, Tomoo Tanaka, Takashi Ishihara, Hiroki Yamanaka
2004-02-12
Communication
DOI: 10.1039/B316065C
Biotinylated poly(p-phenylene ethynylene): unexpected energy transfer results in the detection of biological analytes
Juan Zheng, Timothy M. Swager
2004-11-04
Communication
DOI: 10.1039/B408478K
Selective growth of a less stable polymorph of 2-iodo-4-nitroaniline on a self-assembled monolayer template
Rupa Hiremath, Stephen W. Varney, Jennifer A. Swift
2004-10-15
Communication
DOI: 10.1039/B411649F
The dynamic desorption of krypton from the zeolite chabazite
S. P. Cork, G. Cressey, R. H. Jones, S. J. Teat, V. L. Zholobenko
2004-11-05
Communication
DOI: 10.1039/B410366C
Supramolecular control of complexation-induced fluorescence change of water-soluble, β-cyclodextrin-modified CdS quantum dots
Kumaranand Palaniappan, Stephen A. Hackney, Jian Liu
2004-10-11
Communication
DOI: 10.1039/B409075F
A new route to fullerene substituted phenylalanine derivatives
Jianzhong Yang, Andrew R. Barron
2004-10-25
Communication
DOI: 10.1039/B411118D
Attachment of glycosaminoglycan oligosaccharides to thiol-derivatised gold surfaces
Susannah J. Patey, Jeremy E. Turnbull
2004-10-11
Communication
DOI: 10.1039/B411726C
Dispersing palladium nanoparticles using a water-in-oil microemulsion—homogenization of heterogeneous catalysis
Byunghoon Yoon, Hakwon Kim, Chien M. Wai
2003-04-02
Communication
DOI: 10.1039/B211836J
Fabrication of nanowires with polymer shells using treated carbon nanotube bundles as macro-initiators
Yuyang Liu, Jing Tang, J. H. Xin
2004-10-26
Communication
DOI: 10.1039/B412282H
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
![N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide structure](https://static.chemtradehub.com/structs/480/480452-37-7-0898.webp "N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide structure")
N-[(1S,2R,4S)-2-Amino-4-(dimethylcarbamoyl)cyclohexyl]-N'-(5-chloro-2-pyridinyl)ethanediamide
CAS Number:
480452-37-7
Molecular Formula:
C16H22ClN5O3
4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)morpholine
CAS Number:
485799-04-0
Molecular Formula:
C15H23BN2O3
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.