Ring expansion and fused cyclization catalysis to construct indoloquinazolinones with functionalization

Literature Information

Publication Date 2023-05-15
DOI 10.1039/D3CC01429K
Impact Factor 6.222
Authors

Ramlal Baidya, Prasenjit Das, Pintu Pratihar, Dilip K. Maiti


View Original

Abstract

In this study, a straightforward, moisture insensitive, and regioselective FeIII–CuII/p-TSA–CuI catalyzed reaction is achieved from readily available isatin and 2-alkynylaniline to furnish diverse 12-benzoyl/benzyl/alkyl indolo[1,2-c]quinazolin-6(5H)-ones. This catalytic method includes C–C cleavage, multi bond forming ring expansion, fused-ring construction, broad substrate scope, gram-scale producibility, and high atom economy.

Related Literature

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

A highly efficient catalytic system for cross-coupling of aryl chlorides and bromides with malononitrile anion by palladium carbene complexes

Chengwei Gao, Xiaochun Tao, Yanlong Qian, Jiling Huang

2003-05-20 Communication

DOI: 10.1039/B302890A

Gold and silver nanoparticles functionalized with known numbers of oligonucleotides per particle for DNA detection

Yang Chen, Jenny Aveyard, Robert Wilson

2004-11-18 Communication

DOI: 10.1039/B411181H

Attachment of glycosaminoglycan oligosaccharides to thiol-derivatised gold surfaces

Susannah J. Patey, Jeremy E. Turnbull

2004-10-11 Communication

DOI: 10.1039/B411726C

Synthesis of C-arylglycosides via Ru(ii)-catalyzed [2 + 2 + 2] cycloaddition

Yoshihiko Yamamoto, Tomoaki Saigoku, Takashige Ohgai, Hisao Nishiyama, Kenji Itoh

2004-10-07 Communication

DOI: 10.1039/B411442F

A new type of bromide anion conducting solid

Nobuhito Imanaka, Yasuhiro Kato

2003-05-02 Communication

DOI: 10.1039/B300691C

Synthesis of novel starburst and dendritic polyhedral oligosilsesquioxanes

Kenji Wada, Naoki Watanabe, Koichi Yamada, Teruyuki Kondo, Take-aki Mitsudo

2004-11-29 Communication

DOI: 10.1039/B413921F

Selenocatalytic α-halogenation

Chao Wang, Jon Tunge

2004-10-07 Communication

DOI: 10.1039/B410576A

Direct intramolecular arylation of unactivated arenes: application to the synthesis of aporphine alkaloids

Marc Lafrance, Nicole Blaquière, Keith Fagnou

2004-10-25 Communication

DOI: 10.1039/B410394G

Unusual chromic and doping behavior of ether substituted polythiophenes

Yu Wang, William B. Euler, Brett L. Lucht

2004-02-11 Communication

DOI: 10.1039/B312537H

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

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular 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.