Organocatalytic asymmetric syntheses of 3-fluorooxindoles containing vicinal fluoroamine motifs

Literature Information

Publication Date 2018-11-07
DOI 10.1039/C8OB01786G
Impact Factor 3.876
Authors

Bu-Quan Zheng, Ling-Yan Chen, Jian-Bo Zhao, Jian Ji, Zi-Bin Qiu, Xinfeng Ren, Ya Li


View Original

Abstract

An organocatalytic Mannich reaction of 3-fluorooxindoles has been developed. Using a commercially available cinchona alkaloid catalyst, a wide range of 3-fluorooxindoles was successfully reacted with N-sulfonyl aldimines to give biologically important 3-fluorooxindoles containing vicinal fluoroamine motifs with high efficiency and good enantioselectivity. This protocol uses readily available reactants and cheap organocatalysts, and it is operationally simple.

Related Literature

Exploring coherent electron excitation and migration dynamics by electron diffraction with ultrashort X-ray pulses

Kai-Jun Yuan, André D. Bandrauk

2017-09-14 Communication

DOI: 10.1039/C7CP05067D

Inside front cover

Cover

DOI: 10.1039/C7CP90211E

Combined use of EPR and 23Na MAS NMR spectroscopy for assessing the properties of the mixed cobalt–nickel–manganese layers of P3-NayCo1−2xNixMnxO2

M. Kalapsazova, S. Ivanova, R. Kukeva, S. Simova, S. Wegner, E. Zhecheva, R. Stoyanova

2017-09-08 Paper

DOI: 10.1039/C7CP04849A

Concerted double proton-transfer electron-transfer between catechol and superoxide radical anion

Markus Doerr, Martha C. Daza

2017-09-11 Paper

DOI: 10.1039/C7CP03930A

A study on the electronic and interfacial structures of monolayer ReS2–metal contacts

Guofeng Yang, Rui Sun, Pengfei Yan, Yanan Lu, Junjun Xue, Guoqing Chen

2017-09-14 Paper

DOI: 10.1039/C7CP05386J

Inside front cover

Cover

DOI: 10.1039/C7CP90205K

A first principles study of spinel ZnFe2O4 for electrode materials in lithium-ion batteries

Haoyue Guo, Yiman Zhang

2017-09-06 Paper

DOI: 10.1039/C7CP04590E

Formation of titanium dioxide core–shell microcapsules through a binary-phase spray technique

Jonatan Bergek, Björn Elgh, Anders E. C. Palmqvist, Lars Nordstierna

2017-07-31 Paper

DOI: 10.1039/C7CP02571H

Light-induced piston nanoengines: ultrafast shuttling of a styryl dye inside cucurbit[7]uril

Ekaterina Y. Chernikova, Yuri V. Fedorov, Olga A. Fedorova, François Maurel, Gediminas Jonusauskas

2017-09-08 Communication

DOI: 10.1039/C7CP04283C

You might also like

Compound Q&A

What is 3-Fluoro-2-methylbenzylamine (CAS: 771573-36-5)?

3-Fluoro-2-methylbenzylamine is an organic compound with the CAS number 771573-3...

771573-36-53-Fluoro-2-methylben...
Compound Q&A

Is Tert-butyl 2-(oxetan-3-ylidene)acetate (CAS: 1207175-03-8) safe?

Tert-butyl 2-(oxetan-3-ylidene)acetate is considered safe for its intended uses ...

1207175-03-8Tert-butyl 2-(oxetan...
Compound Q&A

What precautions should be taken when handling 4-Acetyl-2-fluorobenzonitrile (CAS: 214760-18-6)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab co...

214760-18-64-Acetyl-2-fluoroben...
Compound Q&A

How is 2-Ethyl-4-methyl-1,3-thiazole (CAS: 15679-12-6) typically synthesized?

2-Ethyl-4-methyl-1,3-thiazole is commonly synthesized via the reaction of thiour...

15679-12-62-Ethyl-4-methyl-1,3...
Compound Q&A

How should 5',5''-([2,2'-Bithiophene]-5,5'-diyl)bis(([1,1':3',1''-terphenyl]-4,4''-dicarboxylic acid)) (CAS: 1227780-71-3) be stored?

This compound should be stored in a cool, dry place away from direct sunlight an...

1227780-71-35',5''''-([2,2'-Bith...
Compound Q&A

What regulatory guidelines apply to L-Lysine Acetate Salt (CAS: 52315-92-1)?

L-Lysine Acetate Salt (CAS: 52315-92-1) is subject to various regulatory guideli...

52315-92-1L-LYSINE ACETATE SAL...
Compound Q&A

Is 6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) safe?

6-Fluoro-3-hydroxy-2-pyrazinecarboxamide (CAS: 259793-96-9) is generally conside...

259793-96-96-Fluoro-3-hydroxy-2...
Compound Q&A

What are the physical and chemical properties of 1,1'-Sulfonylbis(1H-imidazole) (CAS: 7189-69-7)?

1,1'-Sulfonylbis(1H-imidazole) is a crystalline solid with a molecular weight of...

7189-69-71,1'-Sulfonylbis(1H-...
Compound Q&A

What industries use 4-methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5)?

4-Methyl-7-nitro-1H-indole-3-carbonitrile (CAS: 289483-82-5) is primarily used i...

289483-82-54-methyl-7-nitro-1H-...
Compound Q&A

How should waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) be handled?

Waste containing 5-Bromo-3-indolyl-beta-galactoside (CAS: 97753-82-7) should be ...

97753-82-75-Bromo-3-indolyl-be...

Source Journal

Organic & Biomolecular Chemistry

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

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.