N-Fluorobenzenesulfonimide as a highly effective Ag(i)-catalyst attenuator for tryptamine-derived ynesulfonamide cycloisomerization
Literature Information
Publication Date
2019-01-30
DOI
10.1039/C9OB00059C
Impact Factor
3.876
Authors
View Original
Abstract
N-Fluorobenzenesulfonimide (NFSI) was identified for the first time as a highly effective Ag(I)-catalyst attenuator in the annulation of a tryptamine-derived ynesulfonamide to azepino[4,5-b]indole derivatives. Substrate tolerances were examined thoroughly and a plausible mechanism was proposed. The interaction between the Ag(I) catalyst and NFSI was probed by density functional theory (DFT) calculations. This study provided a highly efficient method to synthesize azepino[4,5-b]indole derivatives.
Recommended Journals
Related Literature
Chiral Co(iii)(salen)-catalysed hydrolytic kinetic resolution of racemic epoxides in ionic liquids
Dong Joon Choo, Woo Ho Shim, Dong Hoon Lee, Eun Joo Roh, Sang-gi Lee, Choong Eui Song
2003-04-02
Communication
DOI: 10.1039/B301490H
Mo2P4O15 – the most complex oxide structure solved by single crystal methods?
Sarah E. Lister, Ivana Radosavljevic Evans, Judith A. K. Howard, Alan Coelho, John S. O. Evans
2004-10-04
Communication
DOI: 10.1039/B408413F
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
Influence of EDA-π interactions in drug encapsulation using nanospheres
Sumit Kumar, Ravi Mosurkal, Virinder S. Parmar, Lynne A. Samuelson, Arthur C. Watterson, Jayant Kumar
2004-10-20
Communication
DOI: 10.1039/B408993F
Fabrication of nanowires with polymer shells using treated carbon nanotube bundles as macro-initiators
Yuyang Liu, Jing Tang, J. H. Xin
2004-10-26
Communication
DOI: 10.1039/B412282H
Highly enantioselective hydrolysis of alicyclic meso-epoxides with a bacterial epoxide hydrolase from Sphingomonas sp. HXN-200: simple syntheses of alicyclic vicinal trans-diols
Dongliang Chang, Zunsheng Wang, Maarten F. Heringa, Renato Wirthner, Bernard Witholt, Zhi Li
2003-03-18
Communication
DOI: 10.1039/B300435J
Facile resolution of constrained geometry indenyl-phenoxide ligation
Luke E. Turner, Matthew G. Thorn, Phillip E. Fanwick, Ian P. Rothwell
2003-03-28
Communication
DOI: 10.1039/B212724E
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
Chiral self-dimerization of vanadium complexes on a SiO2 surface: the first heterogeneous catalyst for asymmetric 2-naphthol coupling
Mizuki Tada, Toshiaki Taniike, Lakshmi M. Kantam, Yasuhiro Iwasawa
2004-10-04
Communication
DOI: 10.1039/B410307F
Efficient immobilisation of Rh-MonoPhos on the aluminosilicate AlTUD-1
Ulf Hanefeld, Isabel W. C. E. Arends, Adriaan J. Minnaard, Thomas Maschmeyer, Roger A. Sheldon
2004-10-26
Communication
DOI: 10.1039/B411506F
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 & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
![N,N'-1,2-Ethanediylbis[2-(vinylsulfonyl)acetamide] structure](https://static.chemtradehub.com/structs/667/66710-66-5-b556.webp "N,N'-1,2-Ethanediylbis[2-(vinylsulfonyl)acetamide] structure")
N,N'-1,2-Ethanediylbis[2-(vinylsulfonyl)acetamide]
CAS Number:
66710-66-5
Molecular Formula:
C10H16N2O6S2
![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
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.