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.

Related Literature

A guide to lignin valorization in biorefineries: traditional, recent, and forthcoming approaches to convert raw lignocellulose into valuable materials and chemicals

David Cannella, Diego Montesdeoca, Iwona Cybulska, Damien P. Debecker

2023-11-09 Tutorial Review

DOI: 10.1039/D3SU00140G

Front cover

2023-11-16 Cover

DOI: 10.1039/D3FB90018E

A comprehensive review of food waste valorization for the sustainable management of global food waste

Aniruddha Sarker, Raju Ahmmed, S. M. Ahsan, Juwel Rana, Mithun Kumar Ghosh, Rakhi Nandi

2023-12-04 Review Article

DOI: 10.1039/D3FB00156C

Inside back cover

2023-11-17 Cover

DOI: 10.1039/D3LP90010J

The effects of lignin source and extraction on the composition and properties of biorefined depolymerization products

Natalia Obrzut, Rob Hickmott, Lily Shure, Kimberly A. Gray

2023-10-27 Paper

DOI: 10.1039/D3SU00262D

In situ crosslinked Schiff base biohydrogels containing Carica papaya peel extract: application in the packaging of fresh berries

Ganeswar Dalei, Swagat Kumar Das, Susri Sangita Mohapatra

2023-09-13 Paper

DOI: 10.1039/D3FB00096F

New sources of genipin-rich substances for crosslinking future manufactured bio-based materials

Maryam Nejati, Yuan Fang, Boyang Guo, Amparo Jiménez-Quero, Antonio J. Capezza, Marcos A. Sabino

2023-11-09 Paper

DOI: 10.1039/D3SU00303E

Elucidating multiple reaction pathways for the degradation of antibiotics in water by a self-active single-atom zinc catalyst on biochar

Jieming Yuan, Yunkyoung Han, Krishnamoorthy Sathiyan, Virender K. Sharma, Abdol Hadi Mokarizadeh, Mesfin Tsige, Jiechao Jiang, Xingmao Ma

2023-10-17 Paper

DOI: 10.1039/D3SU00265A

Front cover

2024-01-03 Cover

DOI: 10.1039/D4SU90001D

Direct re-lithiation strategy for spent lithium iron phosphate battery in Li-based eutectic using organic reducing agents

Tanongsak Yingnakorn, Jennifer Hartley, Jason S. Terreblanche, Chunhong Lei, Andrew P. Abbott

2023-11-02 Paper

DOI: 10.1039/D3SU00237C

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

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

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.