A metal-free aromatic cascade for the synthesis of diverse heterocycles
Literature Information
Publication Date
2020-01-02
DOI
10.1039/C9QO01336A
Impact Factor
5.281
Authors
Steven C. Schlitzer, Dhanarajan Arunprasath, Katelyn G. Stevens, Indrajeet Sharma
View Original
Abstract
A metal-free aromatic cascade has been developed for the synthesis of diverse heterocycles from readily accessible hydroxy/aminochalcones and acid/alkyl halides. The cascade is initiated by a base-mediated intramolecular aldol cyclization/dehydration sequence to provide a triene, which sets the stage for a 6π-electrocyclization/oxidative aromatization to access diverse heterocyclic scaffolds.
Recommended Journals
Related Literature
Fabrication and electrochemical properties of novel nanoporous platinum network electrodes
Xinsheng Peng, Kallum Koczkur, Stephanie Nigro, Aicheng Chen
2004-10-25
Communication
DOI: 10.1039/B412677G
Cyclodehydrogenation of di- and tetra(benzimidazol-2-yl)benzenes to give model heteroaromatic discotic systems
Weicheng Wu, Andrew. C. Grimsdale, Klaus Müllen
2003-04-07
Communication
DOI: 10.1039/B301512M
Phosphinine stabilised gold nanoparticles; synthesis and immobilisation on mesoporous materials
Audrey Moores, Frédéric Goettmann, Clément Sanchez, Pascal Le Floch
2004-10-27
Communication
DOI: 10.1039/B412553C
Stereochemistry of contiguous cyclopropane formation from cascade cyclization of a skipped dienyl homoallyl triflate
Christopher M. Lincoln, James D. White, Alexandre F. T. Yokochi
2004-10-28
Communication
DOI: 10.1039/B412811G
Silica coated fullerenols: seeded growth of silica spheres under acidic conditions
Elizabeth A. Whitsitt, Andrew R. Barron
2003-04-04
Communication
DOI: 10.1039/B212808J
Palladium catalysed cyclisation–carbonylation of enynes to give cyclic γ,δ-unsaturated acids
Varinder K. Aggarwal, Mike Butters, Paul W. Davies
2003-04-02
Communication
DOI: 10.1039/B300719G
Highly substituted pyridinesvia tethered imine–enamine (TIE) methodology
Steven A. Raw, Richard J. K. Taylor
2004-01-27
Communication
DOI: 10.1039/B316107B
Flexible enzymatic and chemo-enzymatic approaches to a broad range of uridine-diphospho-sugars
James C. Errey, Balaram Mukhopadhyay, K. P. Ravindranathan Kartha, Robert A. Field
2004-10-13
Communication
DOI: 10.1039/B410184G
A novel migrative addition reaction of hydrazines to the diketone derivative of C60
Sho-ichi Iwamatsu, Fumiaki Ono
2003-05-02
Communication
DOI: 10.1039/B302080K
Don't forget Langmuir–Blodgett films
Donald H. McCullough, III, Steven L. Regen
2004-11-09
Feature Article
DOI: 10.1039/B410027C
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
2-(2-Aminoethyl)-1H-isoindole-1,3(2H)-dione hydrochloride (1:1)
CAS Number:
30250-67-0
Molecular Formula:
C10H11ClN2O2
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.