Recent Advances in the Light-assisted Synthesis of Ring Junction Nitrogen Heterocycles DOI

Periasamy Vinoth Kumar,

Kumar Aravindraj,

Gunabalan Madhumitha

и другие.

Current Organic Chemistry, Год журнала: 2023, Номер 27(12), С. 997 - 1009

Опубликована: Июнь 1, 2023

Abstract: Nitrogen ring junction heterocycles play a crucial role in synthetic organic chemistry due to their remarkable activity. The fused nitrogen compounds are abundant nature; they have excellent biological activity and used against various health issues. To make selective products from the heterocycles, expensive chemicals catalysts, like transition metal complexes composites, required. neglect drawbacks of conventional synthesis methods long reaction times, by-product formation, lower selectivity, low yields, an alternative nonconventional light-mediated techniques can be opted for. light source uses radical mechanism that reduces provides regio-selective product, increases yield, decreases time, is cost-effective, does not require special catalysts or chemicals. There variety sources, viz., UV, visible, IR, laser, X-ray. visible light, white, green, blue LED sources widely photochemical method. This review emphasizes nitrogen-ring heterocyclic compounds.

Язык: Английский

Direct Thioamination of Cyclohexanones via Difunctionalization with Thiophenol and Aniline DOI

Minli Tang,

Li Zhang, Guojiang Mao

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(13), С. 2205 - 2210

Опубликована: Май 20, 2022

Abstract A synthetic method of o ‐sulfanylanilines from cyclohexanones, amines, and thiophenols under transition‐metal‐free conditions is disclosed. This the first report on direct thioamination cyclohexanones via N ‐iodosuccinimide (NIS) promoted oxidative dehydroaromatization. Non‐aromatic were smoothly dehydrogenated, acted as an aryl source using oxygen a green oxidant. The capacity resultant for synthesis ‐arylphenothiazines has been further demonstrated. magnified image

Язык: Английский

Процитировано

7

Acceptorless Dehydrogenation of N-Heterocycles in a Photoelectrochemical Cell DOI
Kaikai Qiao, Guoquan Liu,

Xinpeng Xie

и другие.

ACS Catalysis, Год журнала: 2023, Номер 13(22), С. 14763 - 14769

Опубликована: Ноя. 1, 2023

This paper describes an acceptorless dehydrogenation process of N-heterocycles by a photoelectrochemical (PEC) method under simulated sunlight irradiation at room temperature. A series N-heterocyclic compounds, including DHPMs, dihydroquinazolin-4(1H)-ones, tetrahydroisoquinolines, and cyclic sulfonamides, were effectively dehydrogenated into the corresponding products (up to 97% yield) accompanied simultaneous hydrogen evolution in PEC cell comprising mesoporous BiVO4 photoanode Pt electrode.

Язык: Английский

Процитировано

4

Palladium-Catalyzed Allylation of Endocyclic 1-Azaallyl Anions DOI
Xiaoyu Yang, Biao Zhang,

Junhao Ruan

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8896 - 8905

Опубликована: Июнь 10, 2024

Endocyclic 1-azaallyl anions engage allyl acetates in a palladium-catalyzed allylation followed by reduction to give unprotected 2-(hetero)aryl-3-allylpiperidines and 2-allyl-3-arylmorpholines, products not easily accessible other means. The group is then readily transformed into variety of functional groups. Preliminary studies on the asymmetric variant reaction using an enantiomerically pure BI-DIME-type ligand provide product with moderate enantioselectivity. Computational suggest that energy barriers inner-sphere reductive elimination outer-sphere nucleophilic substitution are almost same, which makes both them possible pathways. In addition, mechanism displays enantiodiscriminating C–C bond forming step, while much less selective, combined

Язык: Английский

Процитировано

1

Reusable Ni‐immobilized MOF Catalyst for Dehydrogenation of N‐heterocycles Under Milder Conditions DOI Open Access
Debasis Banerjee,

Motahar Sk,

Shadab Saifi

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Дек. 10, 2024

Herein, we have demonstrated the design and synthesis of a novel Ni-immobilized MOF as heterogeneous catalyst for dehydrogenation N-heterocycles. A series five six-membered N-heteroarenes bearing one or more heteroatoms were synthesized in up to 98 % yield (>33 examples). Late stage functionalization β-glucuronides inhibitor, antimalarial drug quinine, nonsteroidal anti-inflammatory (NSAID) indomethacin obtained under milder reactions conditions. mechanistic studies revealed detection H

Язык: Английский

Процитировано

1

Recent Advances in the Light-assisted Synthesis of Ring Junction Nitrogen Heterocycles DOI

Periasamy Vinoth Kumar,

Kumar Aravindraj,

Gunabalan Madhumitha

и другие.

Current Organic Chemistry, Год журнала: 2023, Номер 27(12), С. 997 - 1009

Опубликована: Июнь 1, 2023

Abstract: Nitrogen ring junction heterocycles play a crucial role in synthetic organic chemistry due to their remarkable activity. The fused nitrogen compounds are abundant nature; they have excellent biological activity and used against various health issues. To make selective products from the heterocycles, expensive chemicals catalysts, like transition metal complexes composites, required. neglect drawbacks of conventional synthesis methods long reaction times, by-product formation, lower selectivity, low yields, an alternative nonconventional light-mediated techniques can be opted for. light source uses radical mechanism that reduces provides regio-selective product, increases yield, decreases time, is cost-effective, does not require special catalysts or chemicals. There variety sources, viz., UV, visible, IR, laser, X-ray. visible light, white, green, blue LED sources widely photochemical method. This review emphasizes nitrogen-ring heterocyclic compounds.

Язык: Английский

Процитировано

3