Alkyl Chalcogenides: Sulfur-based Functional Groups

Щербакова, І. В.; Пожарский, А. Ф.

doi:10.1016/b0-08-044655-8/00025-8

Cited by 10 publications

(5 citation statements)

References 857 publications

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“…[1][2][3][4][5][6][7][8] Owing to the increasing importance of the disulfides (disulfanes) in chemistry [9][10][11][12][13][14] and biology, [15][16][17] synthetic approaches for their preparation have been extensively studied. [18][19][20][21][22] According to the literature, disulfides can be obtained directly from *Corresponding author. Email: khalili@shirazu.ac.ir thiocyanates, [23][24][25] alcohols [26][27][28] and sulfonyl chlorides.…”

Section: Introductionmentioning

confidence: 99%

4,4′-Azopyridine as an easily prepared and recyclable oxidant for synthesis of symmetrical disulfides from thiols or alkyl halides(tosylates)/thiourea

Khalili

Iranpoor

Firouzabadi

2015

Journal of Sulfur Chemistry

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Heterocyclic azo compounds, prepared from corresponding amines in one step, are used as effective oxidants for the conversion of thiols into symmetrical disulfides in high yields. Among the studied azo compounds, 4,4 -azopyridine was found to be very efficient for the odorless conversion of alkyl halides into disulfides in the presence of thiourea. An attractive feature of this azo compound is that its obtained solid side product hydrazine is easily separated by filtration and can be recycled to its azo compound for further use.

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Section: Introductionmentioning

confidence: 99%

4,4′-Azopyridine as an easily prepared and recyclable oxidant for synthesis of symmetrical disulfides from thiols or alkyl halides(tosylates)/thiourea

Khalili

Iranpoor

Firouzabadi

2015

Journal of Sulfur Chemistry

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“…However, harsh reaction conditions are required to convert the newly formed sulfide group into a synthetically more versatile SH group. Thioacids (RCOSH) are more attractive as nucleophiles for the Michael addition reaction, since the resulting thioesters can be easily transformed into corresponding thiols under mild conditions [5,52,53].…”

Section: Synthesis From αβ-Unsaturated Carbonyl Compoundsmentioning

confidence: 99%

Monoterpene Thiols: Synthesis and Modifications for Obtaining Biologically Active Substances

Sudarikov,

Nikitina,

Rollin

et al. 2023

IJMS

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Monoterpene thiols are one of the classes of natural flavors that impart the smell of citrus fruits, grape must and wine, black currants, and guava and are used as flavoring agents in the food and perfume industries. Synthetic monoterpene thiols have found an application in asymmetric synthesis as chiral auxiliaries, derivatizing agents, and ligands for metal complex catalysis and organocatalysts. Since monoterpenes and monoterpenoids are a renewable source, there are emerging trends to use monoterpene thiols as monomers for producing new types of green polymers. Monoterpene thioderivatives are also known to possess antioxidant, anticoagulant, antifungal, and antibacterial activity. The current review covers methods for the synthesis of acyclic, mono-, and bicyclic monoterpene thiols, as well as some investigations related to their usage for the preparation of the compounds with antimicrobial properties.

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“…Moreover, the synthesis of unsymmetrical disulfides is an important step for the preparation of a variety of compounds involved in medicinal chemistry and advanced organic synthesis [ 14 , 15 , 16 , 17 ]. The developments in disulfide bond synthesis have been reviewed recently [ 18 , 19 , 20 , 21 , 22 ]. Although disulfides are very important in numerous fields, effective methods for the preparation of unsymmetrical disulfides are still rare.…”

Section: Introductionmentioning

confidence: 99%

Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction

et al. 2021

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The simple, convenient, and efficient methods for the preparation of unsymmetrical vinyl disulfides with additional functional groups under mild conditions with moderate to high yields were designed. The developed methods include the reaction of S-vinyl phosphorodithioate with thiotosylates or S-vinyl thiotosylate with thiols. The designed methods allow for the synthesis of unsymmetrical vinyl disulfides with additional functionalities such as hydroxy, carboxy, protected amino, or ester groups. Vinyl disulfides reacted with the generated transient o-iminothioquinones in an inverse electron-demand [4+2] cycloaddition to produce benzo[b][1,4]thiazine derivatives.

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Alkyl Chalcogenides: Sulfur-based Functional Groups

Cited by 10 publications

References 857 publications

4,4′-Azopyridine as an easily prepared and recyclable oxidant for synthesis of symmetrical disulfides from thiols or alkyl halides(tosylates)/thiourea

4,4′-Azopyridine as an easily prepared and recyclable oxidant for synthesis of symmetrical disulfides from thiols or alkyl halides(tosylates)/thiourea

Monoterpene Thiols: Synthesis and Modifications for Obtaining Biologically Active Substances

Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction

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