Visible-light-induced deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acids

Green Chemistry, Год журнала: 2019, Номер 21(14), С. 3858 - 3863

Опубликована: Янв. 1, 2019

The first example of direct synthesis 2-sulfonylquinolines through visible-light-induced deoxygenative C2-sulfonylation quinoline N-oxides with organic dye as the catalyst and ambient air sole oxidant was developed.

Язык: Английский

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Desulfonylation via Radical Process: Recent Developments in Organic Synthesis

Chemical Reviews, Год журнала: 2021, Номер 121(20), С. 12548 - 12680

Опубликована: Авг. 13, 2021

As the "chemical chameleon", sulfonyl-containing compounds and their variants have been merged with various types of reactions for efficient construction diverse molecular architectures by taking advantage incredible reactive flexibility. Currently, involvement in radical transformations, which sulfonyl group typically acts as a leaving via selective C–S, N–S, O–S, S–S, Se–S bond cleavage/functionalization, has facilitated new formation strategies are complementary to classical two-electron cross-couplings organometallic or ionic intermediates. Considering great influence synthetic potential these novel avenues, we summarize recent advances this rapidly expanding area discussing reaction designs, substrate scopes, mechanistic studies, limitations, outlining state-of-the-art processes involved radical-mediated desulfonylation related transformations. With specific emphasis on applications, believe review will be useful medicinal organic chemists who interested chemistry particular.

Язык: Английский

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Visible-light-induced decarboxylative acylation of quinoxalin-2(1H)-ones with α-oxo carboxylic acids under metal-, strong oxidant- and external photocatalyst-free conditions

Green Chemistry, Год журнала: 2020, Номер 22(5), С. 1720 - 1725

Опубликована: Янв. 1, 2020

An eco-friendly visible-light-induced decarboxylative acylation of quinoxalin-2(1H)-ones and α-oxo carboxylic acids with air as the oxidant under external-photocatalyst-free conditions was established.

Язык: Английский

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Visible-light-initiated 4CzIPN catalyzed multi-component tandem reactions to assemble sulfonated quinoxalin-2(1H)-ones

Chinese Chemical Letters, Год журнала: 2021, Номер 33(3), С. 1479 - 1482

Опубликована: Авг. 12, 2021

Язык: Английский

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Visible-light-initiated tandem synthesis of difluoromethylated oxindoles in 2-MeTHF under additive-, metal catalyst-, external photosensitizer-free and mild conditions

Chinese Chemical Letters, Год журнала: 2021, Номер 32(6), С. 1907 - 1910

Опубликована: Янв. 18, 2021

Язык: Английский

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Additive-free synthesis of S-substituted isothioureas via visible-light-induced four-component reaction of α-diazoesters, aryl isothiocyanates, amines and cyclic ethers

Chinese Chemical Letters, Год журнала: 2023, Номер 35(2), С. 109107 - 109107

Опубликована: Сен. 16, 2023

Язык: Английский

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Photoinduced, metal- and photosensitizer-free decarboxylative C–H (amino)alkylation of heteroarenes in a sustainable solvent

Green Chemistry, Год журнала: 2023, Номер 25(5), С. 1975 - 1981

Опубликована: Янв. 1, 2023

This study describes a green and sustainable photoinduced strategy for decarboxylative C–H (amino)alkylation of heteroarenes with carboxylic acids under metal- photosensitizer-free conditions.

Язык: Английский

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Visible-Light-Initiated Decarboxylative Alkylation of Quinoxalin-2(1H)-ones with Phenyliodine(III) Dicarboxylates in Recyclable Ruthenium(II) Catalytic System

ACS Sustainable Chemistry & Engineering, Год журнала: 2019, Номер 7(16), С. 14153 - 14160

Опубликована: Июль 15, 2019

A efficient and sustainable approach for the synthesis of 3-alkylquinoxalin-2(1H)-ones has been developed through visible-light-mediated decarboxylative alkylation quinoxalin-2(1H)-ones with phenyliodine(III) dicarboxylates. This photocatalytic reaction could be conducted at ambient temperature by employing eco-friendly PEG-200 as medium. Various were easily obtained present ruthenium(II) catalytic system, which successfully recycled five times without significant decrease its efficiency.

Язык: Английский

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Visible-light-promoted direct C–H/S–H cross-coupling of quinoxalin-2(1H)-ones with thiols leading to 3-sulfenylated quinoxalin-2(1H)-ones in air

Organic Chemistry Frontiers, Год журнала: 2019, Номер 6(24), С. 3950 - 3955

Опубликована: Янв. 1, 2019

A new and efficient visible-light-mediated strategy has been developed for the synthesis of 3-sulfenylated quinoxalin-2(1H)-ones via rhodamine B catalyzed C–H/S–H cross-coupling with thiols in air at room temperature.

Язык: Английский

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Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions

Green Chemistry, Год журнала: 2019, Номер 22(2), С. 433 - 438

Опубликована: Ноя. 26, 2019

The first example of selective oxidation sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established. desired products could be easily collected through recrystallization in large-scale preparation.

Язык: Английский

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