Catalyst-controlled formal [4 + 1] annulation of N-vinyl fluorenone nitrones and allenoates to prepare spirofluorenylpyrrolines
Literature Information
Publication Date
2020-05-08
DOI
10.1039/D0QO00224K
Impact Factor
5.281
Authors
Cui Wei, Jin-Qi Zhang, Jia-Jie Zhang, Cui Liang, Dong-Liang Mo
View Original
Abstract
We report a facile commercial gimeracil-catalyzed formal [4 + 1] annulation approach for the synthesis of spirofluorenylpyrrolines in good yields with high diastereoselectivity from easily available N-vinyl fluorenone nitrones and allenoates. The reaction showed broad substrate scope and tolerated a variety of functional groups on both N-vinyl fluorenone nitrones and allenoates. Mechanistic studies showed that the catalyst might play important roles in promoting enolation and selective cyclization of 1,3-dicarbonyl intermediates. More importantly, the obtained spirofluorenylpyrrolines were easily converted to various spirofluorenylpyrroline-based scaffolds.
Recommended Journals
Related Literature
Exploiting the application of l-aptamer with excellent stability: an efficient sensing platform for malachite green in fish samples
Zhifeng Chen, Hongfeng Li, Wenqin Li, Liang Cui, Jiahao Huang
2019-05-23
Paper
DOI: 10.1039/C9AN00332K
Plasmon-enhanced two-photon excitation fluorescence of rhodamine 6G and an Eu-diketonate complex by a picosecond diode laser
Janice B. Rabor, Koki Kawamura, Junichi Kurawaki, Yasuro Niidome
2019-05-16
Paper
DOI: 10.1039/C9AN00247B
In vitro FTIR microspectroscopy analysis of primary oral squamous carcinoma cells treated with cisplatin and 5-fluorouracil: a new spectroscopic approach for studying the drug–cell interaction
Elisabetta Giorgini, Simona Sabbatini, Romina Rocchetti, Valentina Notarstefano, Corrado Rubini, Carla Conti, Giulia Orilisi, Elisa Mitri, Diana E. Bedolla, Lisa Vaccari
2018-05-30
Paper
DOI: 10.1039/C8AN00602D
Direct-laser-writing of three-dimensional porous graphene frameworks on indium-tin oxide for sensitive electrochemical biosensing
Qing Hong, Limin Yang, Lei Ge, Zhenhui Liu, Feng Li
2018-06-11
Paper
DOI: 10.1039/C8AN00888D
Ultrasensitive detection of H. pylori in human feces based on immunomagnetic bead capture and fluorescent quantum dots
Lili Chen, Xiangguang Li, Tongda Zou, Tiantian Wang, Xiping Cui, Yingshan Chen, Chunguo Zhang, Suqing Zhao
2019-05-09
Paper
DOI: 10.1039/C9AN00193J
Volatile organic compound signature from co-culture of lung epithelial cell line with Pseudomonas aeruginosa
Hugo Knobel, Hans Weda, Lieuwe D. Bos, Tamara M. E. Nijsen, Royston Goodacre
2018-06-01
Paper
DOI: 10.1039/C8AN00759D
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
![Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate structure](https://static.chemtradehub.com/structs/137/1373423-53-0-496a.webp "Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate structure")
Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate
CAS Number:
1373423-53-0
Molecular Formula:
C24H27N5O2
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.