Organic Letters, Год журнала: 2024, Номер 26(32), С. 6798 - 6802
Опубликована: Авг. 7, 2024
Sulfur-containing compounds exhibit potent significance in drug molecules. Thiosulfonates as 1,3-thiosulfonylation reactants to olefins have yet be investigated. Herein, we report photoinduced 1,3-difunctionalization of β,γ-unsaturated ketones with thiosulfonates, which undergo a radical 1,2-acyl shift. The protocol features mild conditions, high regioselectivity, and 100% atom economy.
Язык: Английский
Organic Letters, Год журнала: 2023, Номер 25(48), С. 8700 - 8705
Опубликована: Ноя. 23, 2023
A visible light-promoted radical (3+3) annulation of vinyldiazo compounds and bromodifluoromethyl alkynyl ketones for the construction gem-difluoro-masked o-quinone methides (o-QMs) is described. The reactivity this new type o-QM precursor demonstrated by its (4+1) cycloaddition with sulfur ylides, affording monofluorinated aromatic benzofurans elimination HBr without external oxidants.
Язык: Английский
Процитировано
8
Organic Letters, Год журнала: 2023, Номер 25(11), С. 1889 - 1894
Опубликована: Март 10, 2023
Alkynyl hydrazones are synthesized conveniently from 2-oxo-3-butynoates and hydrazine by suppressing the susceptible formation of pyrazoles. The resultant transformed into alkynyl diazoacetates under metal-free mild oxidative conditions in excellent yields. Further, cyclopropane propargyl silane carboxylates good yields developing an unprecedented copper-catalyzed carbene transfer reaction.
Язык: Английский
Процитировано
7
Green Chemistry, Год журнала: 2024, Номер 26(8), С. 4477 - 4483
Опубликована: Янв. 1, 2024
A photocatalyst/base/metal-free protocol for the synthesis of fully substituted 2-iminothiazolidin-4-one derivatives at room temperature using low-energy light sources and mild reaction conditions is described.
Язык: Английский
Процитировано
2
European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(23)
Опубликована: Апрель 25, 2024
Abstract A mini review focused on the chemistry of selenosulfones reported since 2019 is here presented. Initially, methods aimed to preparation such moiety are discussed. Successively 1,2‐, 1,3‐, 1,4‐ and 1,7‐addition reactions C−C single multiple bonds illustrated. The forth chapter focuses electrophilic aromatic substitutions. fifth deals with C−H functionalizations while sixth one shows aryl diazonium salts or its precursors. radical coupling redox active reagents, subject section seventh. Selenosulfones challenged in nucleophilic substitutions phosphorus‐containing compounds shown eight nine followed by conclusions perspectives section.
Язык: Английский
Процитировано
2
Catalysis Science & Technology, Год журнала: 2024, Номер 14(18), С. 5143 - 5160
Опубликована: Янв. 1, 2024
This review article summarizes the visible light mediated synthesis of allenes from substrates like 1,3-enynes, propargylic carbonates, homopropargylic alcohols, oxalates, alkynyl diazo compounds, and terminal aziridines.
Язык: Английский
Процитировано
2
Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown
Опубликована: Авг. 1, 2024
A highly selective and atom-economical multi-component remote difunctionalization strategy has been successfully developed. This utilizes precise control over the radical properties of bifunctional precursors electronic traits olefins diazenes to achieve effective radical-mediated 1,4-oxyimination/diamination across C=C N=N bonds. By capitalizing on compatibility reactivity tuning, this approach enables synthesis complex triazine compounds with an N-N-N framework, providing a versatile tool for constructing diverse molecular structures. metal-free method is atom-efficient adaptable various substrates, demonstrating remarkable tolerance broad range functional groups.
Язык: Английский
Процитировано
2
The Journal of Organic Chemistry, Год журнала: 2022, Номер 88(1), С. 640 - 646
Опубликована: Дек. 20, 2022
The combination of visible light irradiation and Pd-catalysis has been practically employed for the C-H alkylation reactions naphthylamines α-diazo esters, leading to synthesis α-naphthyl functionalized acetates via C-C bond construction under mild reaction conditions solvent-free conditions. proven play a pivotal role in reactions, probably by promoting generation active carbene species from esters.
Язык: Английский
Процитировано
11
The Chemical Record, Год журнала: 2023, Номер 24(2)
Опубликована: Окт. 12, 2023
Abstract Chemoselective transformations of functionalized sulfonyl fluorides and chlorides are surveyed comprehensively. It is shown that provide an excellent selectivity control in their reactions. Thus, numerous conditions tolerated by the SO 2 F group – from amide ester formation to directed ortho ‐lithiation transition‐metal‐catalyzed cross‐couplings. Meanwhile, sulfur (VI) fluoride exchange (SuFEx) also compatible with functional groups, thus confirming its title “another click reaction”. On contrary, a few exceptions, most typically occur at Cl moiety.
Язык: Английский
Процитировано
6
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(6), С. 3931 - 3940
Опубликована: Март 7, 2024
The electrochemical oxidative radical–radical cross-coupling of sulfonyl hydrazides with diselenides for the synthesis selenosulfonates was successfully accomplished. method is applicable to a wide range aromatic/aliphatic and diselenides, providing products in good excellent yields. Notably, this protocol stands out its green sustainable nature, as it does not rely on transition metals oxidizing agents, starting materials are cost-effective readily available.
Язык: Английский
Процитировано
1
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8804 - 8814
Опубликована: Июнь 11, 2024
1,4-/1,3-Regioselective bifunctionalization of 1,3-enynes with selenosulfonates in water under catalyst-free conditions for the construction sulfonyl allene and 1,3-disulfonyl-conjugated dienes respectively have been developed. The reactions feature mild reaction aqueous solution remarkable regioselectivity controlled by substrates.
Язык: Английский
Процитировано
1