Iron‐Mediated Desulfonylative Cross‐Electrophile Couplings of Heteroaryl Sulfones with Thiosulfonates for Efficient Synthesis of Heteroaryl Sulfides DOI
Yuan He, Jie Pan, Ying Yan

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

Comprehensive Summary A desulfonylative thiolation between heteroaryl sulfones and thiosulfonates for the efficient synthesis of sulfides was developed. The cross‐electrophile couplings proceeded effectively via old C–SO 2 bond cleavage new C–S formation in presence cheapest widely available iron powder as mediator under transition metal catalyst‐free conditions, leading to a wide array derived from benzo[ d ]thiazole, ]oxazole, thiazole, 1,3,4‐thiadiazole, 1 H ‐tetrazole modest excellent yields. In addition, reaction exhibited good functional group compatibility, protocol could also be applicable use selenosulfonate substrate subjected scale‐up with equal ease. Notably, unreacted readily recovered after by resorting attracting property magnetic stir bar iron.

Язык: Английский

Direct Cross-Couplings of Aryl Nonaflates with Aryl Bromides under Nickel Catalysis DOI
Hao Xu,

Jia-Wen Jing,

Yubing Chen

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 30, 2025

The direct cross-couplings of aryl nonaflates with bromides could be successfully accomplished by utilizing nickel as the catalyst, magnesium metal mediator, and lithium chloride additive. reactions proceeded efficiently in THF at room temperature to produce desired biaryls moderate good yields, showing both a reasonable substrate scope functional group tolerance. Additionally, an equally performance realized when reaction was subjected scale-up synthesis. Preliminary study suggested that presumably proceeds through situ formation arylmagnesium reagent key intermediate.

Язык: Английский

Процитировано

2

Magnesium-Mediated Three-Component Reductive Cross-Couplings of Aryl Aldehydes, Aryl Bromides, and Aryl 2-Pyridyl Esters: An Efficient Synthesis of Diarylmethanol Esters DOI
Xiaowei Han,

Yuan-Shuai Wu,

Tie Wu

и другие.

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134558 - 134558

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

1

β-Thioamide Sulfone Enabled Copper-Catalyzed Ring-Opening/Sulfonylation of Cyclopropenes: Access to Alkyl Aryl Sulfones DOI

Arshad Ali,

C.‐S. CHUNG, Jingru Wang

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

Sulfone motifs play important roles in bioactive compounds and functional materials. The development of efficient methodologies for constructing sulfonyl-containing has thus attracted considerable attention. Here, we introduce a protocol the preparation alkyl aryl sulfones under mild conditions. This employs β-thioamide sulfone as novel motif donor. It forms sulfinates situ basic conditions, which then undergo cross-coupling with intermediates that were generated from ligand-free copper-catalyzed cyclopropenes (CPEs) ring opening.

Язык: Английский

Процитировано

0

Palladium-Catalyzed Hiyama Cross-Coupling of Heterocyclic Phosphonium Salts with Arylsilanes DOI
Yaqi Liu, Rui Yang, Hongfang Li

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 14, 2025

We report herein the palladium-catalyzed Hiyama cross-coupling of heterocyclic phosphonium salts with diverse (hetero)arylsilanes through C-P bond cleavage, providing an alternative approach for highly regioselective functionalization pyridines and relevant nitrogen-containing heterocycles. This silicon-based protocol is amenable to gram-scale synthesis also applicable late-stage pharmaceutically complex molecules.

Язык: Английский

Процитировано

0

Sulfonylation of 2-Haloquinolines with Sulfonyl Hydrazides in Water for Accessing 2-Sulfonyl Quinolines under Catalyst-, Reductant-, and Additive-Free Conditions DOI

Bo‐Jie Huo,

Yuan-Shuai Wu,

Chengping Miao

и другие.

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134705 - 134705

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

Palladium-Catalyzed Decarboxylative Cross-Couplings of Zinc Polyfluorobenzoates with Aryl 2-Pyridyl Esters for Accessing Polyfluorinated Aryl Ketones DOI

Hong-Jian Du,

Xu-Rong Cao,

Haw‐Lih Su

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 27, 2025

An efficient decarboxylative cross-coupling of zinc polyfluorobenzoate with aryl 2-pyridyl ester under palladium catalysis, which enabled the convenient access to valuable polyfluorinated ketones, was developed. The reactions proceeded effectively give an array ketones in moderate excellent yields a reasonable substrate scope and broad functional group tolerance. In addition, one-pot reaction use situ formed commencing from polyfluorobenzoic acid Zn(OH)2 could be accomplished as well step-economical fashion. Moreover, coupling protocol also successfully subjected scale-up synthesis readily applied late-stage functionalization biologically active complex molecules.

Язык: Английский

Процитировано

0

Iron‐Mediated Desulfonylative Cross‐Electrophile Couplings of Heteroaryl Sulfones with Thiosulfonates for Efficient Synthesis of Heteroaryl Sulfides DOI
Yuan He, Jie Pan, Ying Yan

и другие.

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

Comprehensive Summary A desulfonylative thiolation between heteroaryl sulfones and thiosulfonates for the efficient synthesis of sulfides was developed. The cross‐electrophile couplings proceeded effectively via old C–SO 2 bond cleavage new C–S formation in presence cheapest widely available iron powder as mediator under transition metal catalyst‐free conditions, leading to a wide array derived from benzo[ d ]thiazole, ]oxazole, thiazole, 1,3,4‐thiadiazole, 1 H ‐tetrazole modest excellent yields. In addition, reaction exhibited good functional group compatibility, protocol could also be applicable use selenosulfonate substrate subjected scale‐up with equal ease. Notably, unreacted readily recovered after by resorting attracting property magnetic stir bar iron.

Язык: Английский

Процитировано

0