Access to 2-thio/selenoquinolines via domino reaction of isocyanides with sulfur and selenium in water

Literature Information

Publication Date 2023-11-15
DOI 10.1039/D3CC04547A
Impact Factor 6.222
Authors

Haitao Liu, Mengying Jia, Shaoguang Sun, Xianxiu Xu


View Original

Abstract

A domino reaction of o-alkenylaryl isocyanides with elemental sulfur and selenium in pure water was developed for the efficient and green synthesis of quinoline-2-thione and diquinolyl diselenide derivatives. Mechanistical investigation reveals that intramolecular nucleophilic addition of an alkenyl group to the in situ generated isothio/isoselenocyanate accounts for the formation of a quinoline-ring. Moreover, this transformation is also amendable for the convenient preparation of 2-fluoromethylthio-/seleno-quinolines by a one-pot three-component reaction.

Related Literature

Large splittings of the 4f shell of Ce3+ in garnets

2013-11-25 Paper

DOI: 10.1039/C3CP53549E

A steered molecular dynamics mediated hit discovery for histone deacetylases

Subha Kalyaanamoorthy, Yi-Ping Phoebe Chen

2013-12-19 Paper

DOI: 10.1039/C3CP53511H

Folding and unfolding thermodynamics of the TC10b Trp-cage miniprotein

Charles A. English, Angel E. García

2013-12-17 Perspective

DOI: 10.1039/C3CP54339K

The strong catalytic effect of Pb(ii) on the oxygen reduction reaction on 5 nm gold nanoparticles

Ying Wang, Blake J. Plowman, Kristina Tschulik, Kristopher R. Ward, Robert G. Palgrave, Christine Damm, Richard G. Compton

2013-12-20 Paper

DOI: 10.1039/C3CP55306J

Dynamics and stability of lipid bilayers modulated by thermosensitive polypeptides, cholesterols, and PEGylated lipids

Hwankyu Lee, Hyun Ryoung Kim, Jae Chan Park

2013-12-17 Paper

DOI: 10.1039/C3CP52639A

Competitive pi interactions and hydrogen bonding within imidazolium ionic liquids

Richard P. Matthews, Tom Welton, Patricia A. Hunt

2014-01-09 Paper

DOI: 10.1039/C3CP54672A

Reactions of HOCO radicals through hydrogen-atom hopping utilizing clathrate hydrates as an observational matrix

Motoi Oshima, Atsushi Tani, Takeshi Sugahara, Katsuhisa Kitano, Kazunari Ohgaki

2013-12-18 Paper

DOI: 10.1039/C3CP54680B

Evolution of nanoscale amorphous, crystalline and phase-segregated PtNiP nanoparticles and their electrocatalytic effect on methanol oxidation reaction

Yanjiao Ma, Rongfang Wang, Hui Wang, Vladimir Linkov, Shan Ji

2013-12-16 Paper

DOI: 10.1039/C3CP54600D

A ring polymer molecular dynamics study of the Cl + O3 reaction

R. Pérez de Tudela, M. Menéndez, J. F. Castillo, F. J. Aoiz

2013-12-02 Paper

DOI: 10.1039/C3CP54405B

You might also like

Compound Q&A

What is the market or research trend for N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0)?

N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0) is increasingly being used ...

52818-63-0N-(4-Methoxybenzyl)-...
Compound Q&A

What precautions should be taken when handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate (CAS: 1050507-06-6)?

When handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate, appropriate p...

1050507-06-6Ethyl 4-(2-chlorophe...
Compound Q&A

What regulatory guidelines apply to diethyldiselane (CAS: 628-39-7)?

Diethyldiselane (CAS: 628-39-7) is classified under the Globally Harmonized Syst...

628-39-7Diethyldiselane
Compound Q&A

What is the market or research trend for oxocopper (CAS: 12053-18-8)?

The market for oxocopper (CAS: 12053-18-8) is primarily driven by its use in cat...

12053-18-8oxocopper; oxo-(oxoc...
Compound Q&A

What is the market or research trend for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-carboxylic acid?

The market for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-c...

1268519-54-55-{[(2-Methyl-2-prop...
Compound Q&A

What is 2-(1-Pyrrolidinyl)-4-pyridinamine (CAS: 35981-63-6)?

2-(1-Pyrrolidinyl)-4-pyridinamine is a chemical compound with the CAS number 359...

35981-63-62-(1-Pyrrolidinyl)-4...
Compound Q&A

What are the physical and chemical properties of 2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1)?

2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1) is a crystalline sol...

91556-75-12-(3-Pyridinyl)-1-az...
Compound Q&A

How is (S)-Alpha-allyl-proline hydrochloride (CAS: 129704-91-2) typically synthesized?

(S)-Alpha-allyl-proline hydrochloride is usually synthesized via a Wittig reacti...

129704-91-2(S)-Alpha-allyl-prol...
Compound Q&A

What is 3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5)?

3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5) is an organic compound w...

4857-42-53-Methyl-1,2-oxazole...
Compound Q&A

How is Lys-SMCC-DM1 (CAS: 1281816-04-3) typically synthesized?

Lys-SMCC-DM1 is synthesized via a multi-step process involving the coupling of S...

1281816-04-3Lys-SMCC-DM1

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.