Non-classical effective methods for reduction of heteroaromatic compounds DOI
Yu. Yu. Titova, А. В. Иванов

Russian Chemical Reviews, Год журнала: 2024, Номер 93(11), С. RCR5149 - RCR5149

Опубликована: Окт. 30, 2024

The review summarizes the known data on various methods for saturation and dearomatization of heterocyclic moieties, forming diverse aromatic compounds. Since classical hydrogenation substrates with molecular hydrogen has a number fundamental drawbacks that hinder both its use at laboratory level widespread implementation in industrial production, main attention is paid to non-classical described literature over last 20–25years. ammonia-free Birch reduction, transfer hydrogenation, reduction by Hantzsch esters some other reactions involving compounds are summarized systematized. It shown such or heterocycles can cases be more efficient than procedures.<br> bibliography includes 173 references.

Язык: Английский

Manganese catalysed reduction of nitriles with amine boranes DOI Creative Commons
Stefan Weber, Ines Blaha, Karl Kirchner

и другие.

Catalysis Science & Technology, Год журнала: 2024, Номер 14(17), С. 4843 - 4847

Опубликована: Янв. 1, 2024

The room temperature reduction of various nitriles using amine boranes catalysed by a manganese( i ) alkyl complex is described. Based on experimental findings, plausible mechanistic scenario presented.

Язык: Английский

Процитировано

5
Iron(II) triflate as a photocatalyst for trifluoromethylation of functionalized arenes under blue LED light: Access to bioactive compounds DOI
Sandeep Kumawat, Kishore Natte

Journal of Catalysis, Год журнала: 2024, Номер 434, С. 115506 - 115506

Опубликована: Апрель 20, 2024

Язык: Английский

Процитировано

4
Dearomative selective reduction of structurally diverse N-heteroarenes enabled by a homogeneous titanium catalyst DOI
Tarun Kumar Bhatt,

Vitisha Suman,

Mridula Choudhary

и другие.

Journal of Catalysis, Год журнала: 2025, Номер unknown, С. 115937 - 115937

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

0
2.3 Chemoselective Hydrogenation of Heteroarenes DOI
Zackaria Nairoukh, Hanming Ding, Michael Z. Hu

и другие.

Опубликована: Янв. 1, 2025

Abstract The hydrogenation of heteroarenes is considered one the most valuable synthetic tools, converting unsaturated, flat into their corresponding aliphatic analogues. However, when reactive functional groups are present, achieving chemoselectivity becomes a major challenge. This review highlights importance overcoming this challenge by demonstrating value obtained products, which can be incorporated synthesis complex architectures.

Язык: Английский

Процитировано

0
Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Heteroaromatic Compounds DOI Creative Commons
Francesco Calogero,

Leonie Wilczek,

Emanuele Pinosa

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(44)

Опубликована: Июль 30, 2024

Abstract Excited states of radical anions derived from the photoreduction stable organic molecules are suggested to serve as potent reductants. However, excited these species too short‐lived allow bimolecular quenching processes. Recently, singlet state Meisenheimer complexes, which possess a long‐lived state, was identified competent for reduction challenging substrates (−2.63 V vs. SCE, saturated calomel electrode). To produce reasonably and simply accessible different addition n BuLi readily available aromatic heterocycles investigated, photoreactivity generated studied. In this paper, we present straightforward preparation family powerful photoreductants (*E ox < −3 SCE in their states, determined by DFT time‐dependent TD‐DFT calculations; DFT, density functional theory) that can induce dehalogenation electron‐rich aryl chlorides form C−C bond through cyclization. Photophysical analyses computational studies combination with experimental mechanistic investigations demonstrate ability adduct act strong electron donor under visible light irradiation.

Язык: Английский

Процитировано

2
Methyl Formate, an Alternative Transfer Hydrogenating Agent for Chemoselective Reduction of N-Heteroarenes and Azoarenes DOI

Anirban Sau,

Divya Mahapatra,

Ankur Maji

и другие.

Organic Letters, Год журнала: 2024, Номер 26(21), С. 4486 - 4491

Опубликована: Май 21, 2024

The search for efficient molecular hydrogen precursors and their catalytic exploration is necessary the evolution of transfer hydrogenation. Methyl formate (MF) having high content still remains unexplored such transformations. Herein, we disclosed a bifunctional Ir(III)-complex catalyzed chemoselective TH protocol N-heteroarenes azoarenes using MF. A variety substrates including ten bioactive molecules have been synthesized under mild reaction conditions. probable mechanistic pathway was proposed based on control experiments studies.

Язык: Английский

Процитировано

1
Ammonia-Borane Dependent Transfer Hydrogenation of Carboxylic Esters to Primary Alcohols DOI
Sandeep Kumawat,

Suravi Dey,

Kishore Natte

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10719 - 10728

Опубликована: Июль 11, 2024

Here, we present a user-friendly protocol that uses bench-stable NH

Язык: Английский

Процитировано

1
Stable Meisenheimer Complexes as Powerful Photoreductants Readily Obtained from Aza‐Heteroaromatic Compounds DOI Creative Commons
Francesco Calogero,

Leonie Wilczek,

Emanuele Pinosa

и другие.

Angewandte Chemie, Год журнала: 2024, Номер 136(44)

Опубликована: Июль 30, 2024

Abstract Excited states of radical anions derived from the photoreduction stable organic molecules are suggested to serve as potent reductants. However, excited these species too short‐lived allow bimolecular quenching processes. Recently, singlet state Meisenheimer complexes, which possess a long‐lived state, was identified competent for reduction challenging substrates (−2.63 V vs. SCE, saturated calomel electrode). To produce reasonably and simply accessible different addition n BuLi readily available aromatic heterocycles investigated, photoreactivity generated studied. In this paper, we present straightforward preparation family powerful photoreductants (*E ox < −3 SCE in their states, determined by DFT time‐dependent TD‐DFT calculations; DFT, density functional theory) that can induce dehalogenation electron‐rich aryl chlorides form C−C bond through cyclization. Photophysical analyses computational studies combination with experimental mechanistic investigations demonstrate ability adduct act strong electron donor under visible light irradiation.

Язык: Английский

Процитировано

0
Non-classical effective methods for reduction of heteroaromatic compounds DOI
Yu. Yu. Titova, А. В. Иванов

Russian Chemical Reviews, Год журнала: 2024, Номер 93(11), С. RCR5149 - RCR5149

Опубликована: Окт. 30, 2024

The review summarizes the known data on various methods for saturation and dearomatization of heterocyclic moieties, forming diverse aromatic compounds. Since classical hydrogenation substrates with molecular hydrogen has a number fundamental drawbacks that hinder both its use at laboratory level widespread implementation in industrial production, main attention is paid to non-classical described literature over last 20–25years. ammonia-free Birch reduction, transfer hydrogenation, reduction by Hantzsch esters some other reactions involving compounds are summarized systematized. It shown such or heterocycles can cases be more efficient than procedures.<br> bibliography includes 173 references.

Язык: Английский

Процитировано

0