An environmentally benign and high-rate Appel type reaction
Literature Information
Nicolas Mattias Del Rio Fuenzalida, Eirin Alme, Frida Johanne Lundevall, Hans-René Bjørsvik
A high rate, selective, and productive Appel type reaction was developed. The method allows for ipso-substitution of the alcoholic hydroxy group with halogens ∈ [Cl, Br, I]. The method demands mild reaction conditions that include a very short reaction time, <15 min only, versus reaction times of several hours or days using the classical Appel reaction conditions (PPh3 + CCl4 + R–OH). The method was demonstrated to operate with the cheap and easily available 1,3-dihalo-5,5-dimethylhydantoins and N-halo succinimides (halo ∈ [Cl, Br, I]) as the reagent that performs the halogenation of PPh3. The reaction protocol operated with several acceptable solvents rather than DCM that was used in the classical Appel reaction. Furthermore, the batch protocol was also translated and successfully implemented on a flow reactor platform (t < 5 min, y = 95%).
Recommended Journals

Polycyclic Aromatic Compounds

Herald of the Russian Academy of Sciences

Heteroatom Chemistry

Main Group Chemistry

Acta Metallurgica Sinica-English Letters

Cellulose

Chinese Journal of Chemistry

Biocatalysis and Biotransformation

Journal of the Indian Institute of Science

Bioorganic & Medicinal Chemistry Letters
Related Literature
Towards understanding the catalytic properties of lead-based ballistic modifiers in double base propellants
Lisette R. Warren, Colin R. Pulham, Carole A. Morrison
DOI: 10.1039/D0CP05172A
Energy conversion based on superhydrophobic surfaces
Yang Chen, Jiyu Liu, Rui Liu, Danyang Zhao, Shungang Hua, Yao Lu
DOI: 10.1039/D0CP04257A
Strategies for computational design and discovery of two-dimensional transition-metal-free materials for electro-catalysis applications
Huilong Dong, Yujin Ji, Lifeng Ding, Youyong Li
DOI: 10.1039/C9CP04284A
Physicochemical characterisation of novel tetrabutylammonium aryltrifluoroborate ionic liquids
Stuart J. Brown, Calum J. Drummond, Jessica Marchand, Kieran P. Stockton, Tamar L. Greaves
DOI: 10.1039/D0CP03994B
Na2CO3-modified CaO-based CO2 sorbents: the effects of structure and morphology on CO2 uptake
Alexey Kurlov, Agnieszka M. Kierzkowska, Thomas Huthwelker, Paula M. Abdala, Christoph R. Müller
DOI: 10.1039/D0CP04410E
Generating transition states of isomerization reactions with deep learning
Lagnajit Pattanaik, John B. Ingraham, Colin A. Grambow, William H. Green
DOI: 10.1039/D0CP04670A
Correlation of electrochemical and ab initio investigations of iron poly-bipyridine coordination complexes for battery applications: impact of the anionic environment and the local geometries of the redox complexes on the electrochemical response
Adama Sy, Asif Iqbal Bhatti, Fahim Hamidouche, Olivier Le Bacq, Lauréline Lecarme, Jean-Claude Leprêtre
DOI: 10.1039/D0CP01576H
Complex diffusion-based kinetics of photoluminescence in semiconductor nanoplatelets
A. A. Kurilovich, V. N. Mantsevich, K. J. Stevenson, V. V. Palyulin
DOI: 10.1039/D0CP03744C
Achieving high hydrogen evolution reaction activity of a Mo2C monolayer
Tong Yu, Jiani Ma, Shoutao Zhang
DOI: 10.1039/D0CP05053A
Atomistic origins of charge traps in CdSe nanoclusters
Natalia Bushlanova, Yurii Uspenskii
DOI: 10.1039/D0CP05139J
You might also like
How should waste containing 2-Ethyl-4-Methyl-1H-Imidazole-5-Carbaldehyde (CAS: 88634-80-4) be handled?
Waste containing 2-Ethyl-4-Methyl-1H-Imidazole-5-Carbaldehyde (CAS: 88634-80-4) ...
What industries use Triethoxy(octyl)silane (CAS: 1385031-14-0)?
Triethoxy(octyl)silane (CAS: 1385031-14-0) is widely used in the pharmaceuticals...
Are there alternatives to 3-iodo-7-nitro-1H-indazole (CAS: 864724-64-1) in synthesis?
Several alternatives to 3-iodo-7-nitro-1H-indazole (CAS: 864724-64-1) exist in t...
Are there alternatives to Benzene, bis[(trimethoxysilyl)ethyl] (CAS: 266317-71-9) in synthesis?
Yes, there are alternatives to Benzene, bis[(trimethoxysilyl)ethyl] (CAS: 266317...
Is Isothiazole-3-carbonitrile (CAS: 1452-17-1) safe?
Isothiazole-3-carbonitrile (CAS: 1452-17-1) is generally considered safe when us...
Is (3-Chlorophenyl)methanol (CAS: 873-63-2) safe?
(3-Chlorophenyl)methanol (CAS: 873-63-2) is considered low to moderately toxic. ...
How is (2S,3S)-2-Hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid (CAS: 959583-98-3) typically synthesized?
(2S,3S)-2-Hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)pr...
What precautions should be taken when handling Methyl 2-(bromomethyl)-5-methoxybenzoate (CAS: 788081-99-2)?
Proper handling of methyl 2-(bromomethyl)-5-methoxybenzoate requires the use of ...
What is 6,8-Dibromoimidazo[1,2-a]pyridine-2-carboxylic acid (CAS: 904805-36-3)?
6,8-Dibromoimidazo[1,2-a]pyridine-2-carboxylic acid (CAS: 904805-36-3) is an aro...
Is 3-Amino-5-bromo-2-pyridinecarbonitrile (CAS: 573675-27-1) safe?
3-Amino-5-bromo-2-pyridinecarbonitrile is considered safe when handled under pro...
Source Journal
Reaction Chemistry & Engineering

Reaction Chemistry & Engineering is an interdisciplinary journal reporting cutting-edge research focused on enhancing the understanding and efficiency of reactions. Reaction engineering leverages the interface where fundamental molecular chemistry meets chemical engineering and technology. Challenges in chemistry can be overcome by the application of new technologies, while engineers may find improved solutions for process development from the latest developments in reaction chemistry. Reaction Chemistry & Engineering is a unique forum for researchers whose interests span the broad areas of chemical engineering and chemical sciences to come together in solving problems of importance to wider society. All papers should be written to be approachable by readers across the engineering and chemical sciences. Papers that consider multiple scales, from the laboratory up to and including plant scale, are particularly encouraged.



![N-[(5,6-Dichloro-1H-benzimidazol-2-yl)methyl]-9-(1-methyl-1H-pyrazol-4-yl)-2-(4-morpholinyl)-9H-purin-6-amine structure N-[(5,6-Dichloro-1H-benzimidazol-2-yl)methyl]-9-(1-methyl-1H-pyrazol-4-yl)-2-(4-morpholinyl)-9H-purin-6-amine structure](https://static.chemtradehub.com/structs/238/2387704-62-1-25f4.webp)
![N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine structure N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine structure](https://static.chemtradehub.com/structs/201/201484-50-6-c2fc.webp)