Visible Light-Induced Reactions of Diazo Compounds and Their Precursors

Chemical Reviews, Год журнала: 2024, Номер 124(11), С. 7214 - 7261

Опубликована: Май 16, 2024

In recent years, visible light-induced reactions of diazo compounds have attracted increasing attention in organic synthesis, leading to improvement existing reactions, as well the discovery unprecedented transformations. Thus, photochemical or photocatalytic generation both carbenes and radicals provide milder tools toward these key intermediates for many valuable However, vast majority transformations represent new reactivity modes compounds, which are achieved by decomposition photoredox catalysis. particular, use a redox-active photocatalysts opens avenue plethora radical reactions. The application methods led inaccessible classical associated with metal carbenes. most cases, act sources but can also serve acceptors. Importantly, described processes operate under mild, practical conditions. This Review describes this subfield compound chemistry, particularly focusing on advancements.

Язык: Английский

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Visible light-mediated photolysis of organic molecules: the case study of diazo compounds

Chemical Communications, Год журнала: 2023, Номер 59(48), С. 7346 - 7360

Опубликована: Янв. 1, 2023

This article discusses the photochemistry of several diazo compounds undergoing visible light-mediated photolysis to generate free carbenes (or other highly reactive intermediates), which can be sequentially trapped by different reacting partners.

Язык: Английский

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Visible photons as ideal reagents for the activation of coloured organic compounds

Chemical Society Reviews, Год журнала: 2024, Номер 53(10), С. 4926 - 4975

Опубликована: Янв. 1, 2024

In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.

Язык: Английский

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Base-catalyzed stereoselective thiosulfonylation of ynones for the facile synthesis of thio-functionalized vinyl sulfones

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(5), С. 1224 - 1229

Опубликована: Янв. 1, 2023

Brønsted base catalyzed thiosulfonylation and trifluoromethylthiosulfonylation of ynones produced thio-functionalized vinyl sulfones in high yields with excellent E -selectivity.

Язык: Английский

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Electrochemical Difunctionalization of Alkenes: Simultaneous Construction of C–Se and C–S Bonds

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(9), С. 5321 - 5328

Опубликована: Апрель 10, 2023

Electrochemical oxidation of alkene difunctionalization with simultaneous construction C-Se and C-S bonds is reported. The products β-selenylethyl dithiocarbamates are obtained CS2, amines, alkenes, diphenyl diselenides in the absence any oxidant or metal. Furthermore, transformation compatible various groups. In preliminary mechanism studies, we propose three possible pathways.

Язык: Английский

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S-alkyl Dithiocarbamates Synthesis through Electrochemical Multicomponent Reaction of Thiols, Hydrogen Sulfide, and Isocyanides

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(17), С. 12311 - 12318

Опубликована: Авг. 16, 2023

Dithiocarbamates synthesis is extremely important in plenty of biomedical and agrochemical applications, especially fungicide development, but remains a great challenge. In this work, we have successfully developed multicomponent reaction protocol to convert H2S into S-alkyl dithiocarbamates under constant current conditions. No additional oxidants nor catalysts are required, due mild conditions, the reactions display broad substrate scope, including varieties thiols or disulfides.

Язык: Английский

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Catalyst- and additive-free syntheses of rhodanine andS-alkyl dithiocarbamate derivatives from sulfoxonium ylides

Chemical Communications, Год журнала: 2023, Номер 59(11), С. 1509 - 1512

Опубликована: Янв. 1, 2023

An efficient catalyst- and additive-free facile access to rhodanine S -alkyl dithiocarbamate derivatives via multi-component reaction of amines, CS 2 α-ester sulfoxonium ylides in methanol has been described.

Язык: Английский

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Synthesis of 4-Alkylated 1,4-Dihydropyridines: Fe(II)-Mediated Oxidative Cascade Cyclization Reaction of Cyclic Ethers with Enaminones

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(16), С. 11627 - 11636

Опубликована: Авг. 9, 2023

Syntheses of highly functionalized 4-alkylated 1,4-dihydropyridines (1,4-DHPs) from cyclic ethers and enaminones via iron(II)-mediated oxidative free radical cascade C(sp3)-H bond functionalization/C(sp3)-O cleavage/cyclization reaction have been first developed. This novel synthetic strategy offers an alternative method for the construction 1,4-DHPs by using esters as C4 sources, well expands application in heterocycle synthesis.

Язык: Английский

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Direct C−H Sulfuration: Synthesis of Disulfides, Dithiocarbamates, Xanthates, Thiocarbamates and Thiocarbonates

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(9)

Опубликована: Фев. 29, 2024

Abstract In light of the important biological activities and widespread applications organic disulfides, dithiocarbamates, xanthates, thiocarbamates thiocarbonates, continual persuit efficient methods for their synthesis remains crucial. Traditionally, preparation such compounds heavily relied on intricate multi‐step syntheses use highly prefunctionalized starting materials. Over past two decades, direct sulfuration C−H bonds has evolved into a straightforward, atom‐ step‐economical method organosulfur compounds. This review aims to provide an up‐to‐date discussion disulfuration, dithiocarbamation, xanthylation, thiocarbamation thiocarbonation, with special focus describing scopes mechanistic aspects. Moreover, synthetic limitations some these methodologies, along key unsolved challenges be addressed in future are also discussed. The majority examples covered this accomplished via metal‐free, photochemical or electrochemical approaches, which alignment overraching objectives green sustainable chemistry. comprehensive consolidate recent advancements, providing valuable insights dynamic landscape strategies crucial classes

Язык: Английский

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Brønsted base-catalyzed assembly of sulfochromeno[4,3-b]pyrrolidines via tandem [3 + 2] cycloaddition–SuFEx click reaction of ethenesulfonyl fluorides and o-hydroxyaryl azomethines

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(21), С. 6177 - 6183

Опубликована: Янв. 1, 2024

o -Hydroxyaryl azomethine ylides react with ethenesulfonyl fluorides via a tandem [3 + 2] cycloaddition–SuFEx click process to produce sulfochromeno[4,3- b ]pyrrolidines in high yields.

Язык: Английский

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