Ring-Opening Sulfonylation of Cyclic Sulfonium Salts with Sodium Sulfinates under Transition-Metal- and Additive-Free Conditions

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12668 - 12680

Опубликована: Авг. 9, 2024

Incorporating a sulfonyl group into parent molecules has been shown to effectively improve their synthetic applications and bioactivities. In this study, we present straightforward practical approach for the ring-opening reaction of alkenyl–aryl sulfonium salts with sodium sulfinates produce range sulfur-containing alkyl sulfones. This method offers benefits mild conditions, easily accessible raw materials, wide substrate applicability, good functional compatibility, operational simplicity. Importantly, resulting products can be readily converted sulfoxides, sulfones, sulfoximines, some heterocyclic compounds.

Язык: Английский

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Visible Light‐Induced Copper‐Catalyzed Alkylation/exo‐Cyclization of 1,7‐Dienes with Sulfonium Salts to Access Sulfur‐Containing Polycyclic Compounds

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Июль 9, 2024

Abstract A direct visible‐light‐promoted radical‐triggered tandem cyclization of 1,7‐diene systems with cyclic sulfonium salts by using copper(I)‐based complexes as photoredox catalyst is developed. With this approach, a variety sulfur‐containing polycyclic derivatives are prepared through alkylation/ 6‐exo‐trig cyclization/ 5‐exo‐trig under mild conditions. In addition, the photoinduced copper‐catalyzed ring‐opening provides alkyl radical intermediates, which prefers addition to C−C double bond that connected aromatic ring rather than electron‐deficient vinyl in 1,7‐dienes. Moreover, oxidation desired products strategy for preparation remote nitrogen‐fused substituted sulfoxide or sulfone‐containing derivatives.

Язык: Английский

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Base‐free Synthesis of S‐Alkyl Isothioureas Through Ring‐opening Reaction of Sulfonium Salts with Isothiocyanates and Amines

Chemistry - A European Journal, Год журнала: 2024, Номер 31(8)

Опубликована: Дек. 6, 2024

A convenient and base-free three-component reaction has been developed for the synthesis of S-alkyl substituted isothioureas from cyclic sulfonium salts, isothiocyanates, amines. This protocol provides an alternative avenue to access a series in moderate good yields through ring-opening aryl, alkenyl alkynyl salts. The present strategy features operational simplicity, functional group tolerance, gram-scale high efficiency.

Язык: Английский

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Visible light/copper catalysis enabled radial type ring-opening of sulfonium salts

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110787 - 110787

Опубликована: Дек. 1, 2024

Язык: Английский

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