Recent trends in direct mono-, di-, and tri-fluoromethyl(thiol)ation of S-H bonds

Hosseinian, Akram; Sadeghi, Yahya Jamal; Ebrahimiasl, Saeideh; Monfared, Aazam; Vessally, Esmail

doi:10.1080/17415993.2019.1598410

Cited by 18 publications

(4 citation statements)

References 81 publications

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“…C–S bonds are commonly present in amino acids, proteins, glycosides, nucleic acids, and other biological macromolecules. In recent years, photocatalyst- and transition-metal strategies have been employed to construct C–S bonds [ 66 – 69 ]. The C–S bond synthesis via EDA-complex pathways has the advantages of mild reaction conditions and a high tolerance to functional groups, which can be exploited for artificial syntheses of biological macromolecules.…”

Section: Reviewmentioning

confidence: 99%

Synthetic reactions driven by electron-donor–acceptor (EDA) complexes

Yang¹,

Liu²,

Cao³

et al. 2021

Beilstein J. Org. Chem.

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The reversible, weak ground-state aggregate formed by dipole–dipole interactions between an electron donor and an electron acceptor is referred to as an electron-donor–acceptor (EDA) complex. Generally, upon light irradiation, the EDA complex turns into the excited state, causing an electron transfer to give radicals and to initiate subsequent reactions. Besides light as an external energy source, reactions involving the participation of EDA complexes are mild, obviating transition metal catalysts or photosensitizers in the majority of cases and are in line with the theme of green chemistry. This review discusses the synthetic reactions concerned with EDA complexes as well as the mechanisms that have been shown over the past five years.

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Section: Reviewmentioning

confidence: 99%

Synthetic reactions driven by electron-donor–acceptor (EDA) complexes

Yang¹,

Liu²,

Cao³

et al. 2021

Beilstein J. Org. Chem.

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“…Approximately 25% of the pharmaceuticals and 40% of the agrochemicals on the market contain at least one fluorine atom in their structure [58]. Therefore, the development of new and efficient synthetic methodologies for the fluorination of organic compounds has attracted the attention of synthetic organic chemistry community [59,60]. Fluorinated aromatic thiosulfonates (ArSO 2 SR f ) have recently been applied as efficient reagents for incorporation of SR f groups into organic compounds [61].…”

Section: Fluoroalkylation Of Aldehydes With Arso 2 Sr F Reagentsmentioning

confidence: 99%

Methods for the direct synthesis of thioesters from aldehydes: a focus review

Jabarullah

Jermsittiparsert

Melnikov

et al. 2019

Journal of Sulfur Chemistry

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Direct C-H bond functionalization chemistry allows the pot-, atom-, and step-economical and original construction of carbon-carbon and carbon-heteroatom bonds starting from hydrocarbons (or hydrocarbon fragments) without requiring pre-functionalization of the starting materials. In this context, synthesis of biologically and synthetically important thioesters through direct thioesterification of aldehydes has recently attracted considerable attention from organic synthetic communities, because aldehydes are cheap and widely abundant chemical materials. This review highlights up-todate developments and accomplishments in this interesting research arena with special emphasis on the mechanistic aspects of the reactions.

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“…6,8 However, the literature review reveals that no comprehensive review article is available covering vicinal halo-triuoromethylation of alkenes. In connection with our recent works on organouorine chemistry [9][10][11][12][13] and modern organic synthesis, 14 herein, we will summarize recent discoveries and developments in the arena of halotriuoromethylation of alkenes, although we occasionally mention earlier work when relevant. For clarity, the reactions were organized according to the type of halogen atoms.…”

Section: Introductionmentioning

confidence: 99%