Photoinduced Cu‐Catalyzed C2‐H Functionalization of Azoles using Aryl Thianthrenium Salts DOI Open Access
Zhenhui Wang, Jinfang Wang,

Zhenning Yang

и другие.

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

Опубликована: Дек. 12, 2024

Abstract Development of a mild approach for the highly efficient synthesis 2‐aryl azoles, which are typically synthesized using high temperature, ligands and preactivated substrates, is desirable. Here, we report photo‐induced Cu‐catalyzed C−H/C−H cross‐coupling to obtain C2‐functionalized azoles aryl thianthrenium salt (Ar‐TTs). The reaction exhibits broad substrate scope an excellent functional group compatibility serves as ideal strategy late‐stage functionalization pharmaceuticals. Additionally, this method enables azole‐based polycyclic compounds.

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

Palladium-Catalyzed Site-Selective C–H Sulfonylation via Aryl Thianthrenium Salts to Access Diarylsulfones DOI
Chunjie Ni, Jinping Liu,

Xiaoxu Zhang

и другие.

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

Опубликована: Фев. 21, 2025

We presented a highly efficient palladium-catalyzed site-selective C-H sulfonylation reaction via aryl thianthrenium salts. By utilizing readily available and cost-effective arenes along with sodium sulfinates, we achieved the C(sp2)-S cross-coupling high efficiency, establishing dependable method for synthesizing diarylsulfones satisfactory yields. This exhibits excellent tolerance toward functional groups, scalability, synthesis or late-stage functionalization of bioactive molecules, making it valuable tool drug modifications.

Язык: Английский

Процитировано

0

Iron-Mediated One-Pot Dehydroxylative Cross-Electrophile Coupling of Alcohol with Disulfide for Thioether Synthesis by Using TCT as a Hydroxyl-Activating Agent DOI
Mengke Xu, X. Zhang, Yongqing Xu

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 8, 2025

An efficient dehydroxythiolation between alcohols and disulfides using the widely abundant cheapest iron as a reaction mediator was developed. The one-pot thiolation proceeded effectively via C-O bond activation with aid of cyanuric chloride (TCT) hydroxyl-activating agent to give corresponding thioethers in modest excellent yields, displaying both wide substrate scope (applicable benzyl alcohol, allyl primary alkyl alcohol) good functional group tolerance. In addition, diselenide also proven be an appropriate for protocol, could subjected scale-up synthesis. Preliminary mechanistic examination revealed that transiently formed TCT-derived ether A, which is generated situ TCT possibly serves pivotal intermediate cross-electrophile thioetherification.

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

Photoinduced Cu‐Catalyzed C2‐H Functionalization of Azoles using Aryl Thianthrenium Salts DOI Open Access
Zhenhui Wang, Jinfang Wang,

Zhenning Yang

и другие.

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

Опубликована: Дек. 12, 2024

Abstract Development of a mild approach for the highly efficient synthesis 2‐aryl azoles, which are typically synthesized using high temperature, ligands and preactivated substrates, is desirable. Here, we report photo‐induced Cu‐catalyzed C−H/C−H cross‐coupling to obtain C2‐functionalized azoles aryl thianthrenium salt (Ar‐TTs). The reaction exhibits broad substrate scope an excellent functional group compatibility serves as ideal strategy late‐stage functionalization pharmaceuticals. Additionally, this method enables azole‐based polycyclic compounds.

Язык: Английский

Процитировано

0