Cross-Electrophile Couplings of Benzyl Sulfonium Salts with Thiosulfonates via C–S Bond Activation

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(18), С. 13601 - 13607

Опубликована: Сен. 4, 2024

A zinc-mediated cross-electrophile coupling of benzyl sulfonium salts with thiosulfonates via C-S bond cleavage was achieved. The reductive thiolation proceeded well under transition metal-free conditions to afford the desired sulfides in good yields, exhibiting both broad substrate scope and functionality tolerance. In addition, reaction could be applied use selenosulfonate as an effective selenylation agent subjected scale-up synthesis.

Язык: Английский

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Vicinal Difunctionalization of Unactivated Alkenes Through Radical Addition/Remote (Hetero)Aryl Migration Cascade

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(43)

Опубликована: Сен. 9, 2024

Abstract Alkenes are ubiquitous in natural and synthetic molecules constitute versatile building blocks. Remarkably, their radical 1,2‐difunctionalization offers a valuable tool for rapidly accessing multifunctional compounds through step atom‐ economy process. More particularly, the addition of (hetero)aromatic groups onto alkenes is particular appeal given numerous applications aromatic various fields. However, such process becomes difficult when attempted on simple non‐conjugated aliphatic (unactivated alkenes). In this context, (hetero)arylation unactivated functionalization followed by remote (hetero)aryl migration has recently emerged as powerful opportunity to address lack reactivity π systems. The advances chemistry have led flood methods trigger carbon‐ or heteroatom‐centered radical/(hetero)aryl sequence. Interestingly, ring can take place from atoms. This feature spurred design several substrates allowing occur. review intends provide an overview contributions according type that been employed. reaction scope, limitations mechanistic aspect will be discussed with aim stimulating efforts research area.

Язык: Английский

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Radical-Mediated Trifunctionalization Reactions

Molecules, Год журнала: 2024, Номер 29(15), С. 3620 - 3620

Опубликована: Июль 31, 2024

Synthetic radicals have intrinsic power for cascading and multifunctional reactions to construct diverse molecular scaffolds. In the previous review series, we covered 1,2-difunctionalizations, remote 1,3-, 1,4-, 1,5-, 1,6-, 1,7-difunctionalizations, addition followed by cyclization reactions, cycloaddition-initiated difunctionalizations. Presented in this paper are radical addition-initiated trifunctionalization of alkenes, alkynes, their derivatives. After initial addition, there different pathways, such as group or hydrogen atom transfer, cyclization, coupling, complete second third functionalizations.

Язык: Английский

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Iodine/TBHP‐Promoted Cross Coupling of N‐Hydroxy Aryl Sulfonamides and Disulfides to Synthesize Unsymmetrical Thiosulfonates

ChemistrySelect, Год журнала: 2024, Номер 9(46)

Опубликована: Дек. 1, 2024

Abstract An efficient and novel method has been developed for the synthesis of structurally diverse unsymmetrical thiosulfonates via oxidative coupling reactions N ‐hydroxy aryl sulfonamides disulfides. The iodine TBHP system enables transformations to afford a variety with good high yields. Furthermore, large‐scale practical application access sulfonamide have investigated. Notably, present protocol offers easily accessible materials, wide range substrates, radical pathways, metal‐free conditions.

Язык: Английский

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Synthetic developments on the preparation of thioethers via photocatalysis

New Journal of Chemistry, Год журнала: 2024, Номер 49(3), С. 651 - 668

Опубликована: Дек. 10, 2024

Sulfide is a widely occurring natural product and pharmaceutically active compound. This review highlights the photochemically mediated thioether synthesis reactions, with emphasis on catalytic mechanism.

Язык: Английский

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