1,3-Dipolar cycloaddition of nitrones to oxa(aza)bicyclic alkenes
Literature Information
Publication Date
2019-08-15
DOI
10.1039/C9QO00660E
Impact Factor
5.281
Authors
Yongqi Yao, Wen Yang, Qifu Lin, Weitao Yang, Huanyong Li, Lin Wang, Fenglong Gu, Dingqiao Yang
View Original
Abstract
A new 1,3-dipolar cycloaddition of oxa(aza)bicyclic alkenes with nitrones has been developed. The operationally simple cycloaddition allows efficient synthesis of fused bicyclic tetrahydroisoxazoles bearing exo- and anti-five member heterocyclic rings (76–99% yields) without any catalyst and additive under mild conditions. The proposed concerted mechanism and the observed selectivity are investigated by DFT calculations of the reaction pathways. This mild and practical [3 + 2] cycloaddition provides an efficient route to access highly functionalized compounds.
Recommended Journals
Related Literature
The durability of carbon nanotubes in the selective reduction of nitrobenzene
Zhenzhen Guo, Nuoyi Zheng, Liyun Zhang, Zhijun Xia, Dehua Wang, Jianfen Shen, Hua Yan, Shuchang Wu, Hongyang Liu
2020-02-26
Communication
DOI: 10.1039/D0CP00186D
Growth and stability of Pt nanoclusters from 1 to 50 atoms on h-BN/Rh(111)
Fabian Düll, Manuel Meusel, Florian Späth, Simon Schötz, Udo Bauer, Philipp Bachmann, Johann Steinhauer, Hans-Peter Steinrück, Andreas Bayer, Christian Papp
2019-09-16
Paper
DOI: 10.1039/C9CP04095A
An electric double layer structure and differential capacitance at the electrode interface of tributylmethylammonium bis(trifluoromethanesulfonyl)amide studied using a molecular dynamics simulation
Seiji Katakura, Naoya Nishi, Kazuya Kobayashi, Tetsuo Sakka
2020-01-28
Paper
DOI: 10.1039/C9CP05297F
Gauging stability and reactivity of carbonyl O-oxide Criegee intermediates
J. Philipp Wagner
2019-09-13
Paper
DOI: 10.1039/C9CP03790J
Charge compensation weakening ionized impurity scattering and assessing the minority carrier contribution to the Seebeck coefficient in Pb-doped Mg3Sb2 compounds
Qiang Zhang, Jichong Hou, Jianfeng Fan, Shaoping Chen, Wenhao Fan, Hua Zhang, Wenxian Wang, Yucheng Wu, Bingshe Xu
2020-03-11
Paper
DOI: 10.1039/D0CP00266F
Using computed infrared intensities for the reduction of vibrational configuration interaction bases
Vincent Le Bris, Marc Odunlami, Didier Bégué, Isabelle Baraille, Olivier Coulaud
2020-03-11
Paper
DOI: 10.1039/D0CP00593B
Enhanced electromagnon excitations in Nd-doped BiFeO3 nanoparticles near morphotropic phase boundaries
Yuan Zhang, Yi Zhang, Quan Guo, Dongwen Zhang, Shuaizhi Zheng, Ming Feng, Xiangli Zhong, Congbing Tan, Zhihui Lu, Jinbin Wang, Pengfei Hou, Yichun Zhou, Jianmin Yuan
2019-09-16
Paper
DOI: 10.1039/C9CP04194J
Ground and excited state properties of furanoflavylium derivatives
Alfonso Alejo-Armijo, Nuno Basílio, Adilson A. Freitas, António L. Maçanita, João C. Lima, A. Jorge Parola, Fernando Pina
2019-09-13
Paper
DOI: 10.1039/C9CP04917G
You might also like
Compound Q&A
Is 6-(3-Fluorophenyl)picolinic acid (CAS: 887982-40-3) safe?
6-(3-Fluorophenyl)picolinic acid is generally considered safe for laboratory use...
887982-40-36-(3-Fluorophenyl)pi...
Compound Q&A
What industries use (3R)-3-Pyrrolidinol (CAS: 2799-21-5)?
(3R)-3-Pyrrolidinol is used in the pharmaceutical industry as a precursor for dr...
2799-21-5(3R)-3-Pyrrolidinol
Compound Q&A
What precautions should be taken when handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-8)?
When handling (4R,5R)-4,5-Diethoxycarbonyl-2,2-dimethyldioxolane (CAS: 59779-75-...
59779-75-8(4R,5R)-4,5-Diethoxy...
Compound Q&A
How is 1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone (CAS: 90734-71-7) typically synthesized?
1-(6-Chloroimidazo[1,2-b]pyridazin-3-yl)ethanone is often synthesized via a mult...
90734-71-71-(6-Chloroimidazo[1...
Compound Q&A
What is the market or research trend for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1)?
The market for N-Ethyl-3,4-dimethylbenzylamine (CAS: 39180-83-1) remains steady,...
39180-83-1N-Ethyl-3,4-dimethyl...
Compound Q&A
What is Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate (CAS: 1019008-21-9)?
Tert-butyl 3-(pyrrolidin-1-yl)azetidine-1-carboxylate is a chemical compound wit...
1019008-21-9Tert-butyl 3-(pyrrol...
Compound Q&A
What regulatory guidelines apply to 1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1)?
1-Bromo-3-chloro-2,4-dimethoxybenzene (CAS: 1228956-93-1) falls under the classi...
1228956-93-11-Bromo-3-chloro-2,4...
Compound Q&A
Is 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07-4) safe?
The safety of 8-Bromo-2-methyl-3,4-dihydroisoquinolin-1(2H)-one (CAS: 1368622-07...
1368622-07-48-Bromo-2-methyl-3,4...
Compound Q&A
Is Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate (CAS: 22785-43-9) safe?
Benzyl [(3S)-2,6-dioxo-3-piperidinyl]carbamate is generally safe when handled wi...
22785-43-9Benzyl [(3S)-2,6-dio...
Compound Q&A
How should 1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine (CAS: 928657-21-0) be stored?
1-{[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonyl}pyrrolidine s...
928657-21-01-{[4-(4,4,5,5-Tetra...
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
![trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid structure](https://static.chemtradehub.com/structs/951/951173-25-4-27cd.webp "trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid structure")
trans-2-{[(Tert-butoxy)carbonyl]amino}cyclobutane-1-carboxylic acid
CAS Number:
951173-25-4
Molecular Formula:
C10H17NO4
![(3R,4aR,7aS,9aR,10S,11R,13aR,13bS,15aS,15bR)-3,11-Dihydroxy-10-(hydroxymethyl)-4,4,7a,10,13a,15b-hexamethyl-1,2,3,4,4a,7,7a,8,9,9a,10,11,12,13,13a,13b,14,15,15a,15b-icosahydro-5H-naphtho[2',1':4,5]cyc
lohepta[1,2-a]naphthalen-5-one structure](https://static.chemtradehub.com/structs/538/53800-21-8-9f18.webp "(3R,4aR,7aS,9aR,10S,11R,13aR,13bS,15aS,15bR)-3,11-Dihydroxy-10-(hydroxymethyl)-4,4,7a,10,13a,15b-hexamethyl-1,2,3,4,4a,7,7a,8,9,9a,10,11,12,13,13a,13b,14,15,15a,15b-icosahydro-5H-naphtho[2',1':4,5]cyc
lohepta[1,2-a]naphthalen-5-one 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.