Modular synthesis of C2-symmetric nitrogen-containing polyaromatics via visible light-enabled reductive aza-6π electrocyclization DOI

Qun-Liang Zhang,

Qing-Tian Fan,

Yirong Zhou

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(10), С. 2884 - 2890

Опубликована: Янв. 1, 2024

Here, an unprecedented one-step modular construction of C 2 -symmetric N-PACs through reduction/aza-6π electrocyclization was reported and the resultant N-PAC could be converted into a powerful organic photocatalyst.

Язык: Английский

Direct Photocatalytic Reductive Amidation of Nitroarenes: A Tandem Reduction–Decarboxylation Approach to Amide Bond Construction DOI
Chenwei Liu, Xiaowen Qin,

Weiheng Yuan

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 15, 2025

We report a photocatalytic strategy for direct amide synthesis from readily available nitroarenes and benzoylformic acids using flavin as an efficient photocatalyst. This one-pot transformation proceeds through tandem reduction-decarboxylation-amidation sequence under mild blue light irradiation. Preliminary mechanistic studies indicated that nitrosoarene N-hydroxyamides could be the key intermediates. The method demonstrates broad substrate scope, excellent functional group tolerance, remarkable operational simplicity, it can conducted ambient atmosphere. Notably, this protocol represents significant advancement in step economy by directly employing diverse nitrogen sources, avoiding need pre-reduced amine

Язык: Английский

Процитировано

0
Condition-Controlled O-Acylation and N–O Bond Reduction of Hydroximic Acids with Thioacetic Acid DOI

Risong Wang,

Yifei Chen,

Binjie Fei

и другие.

Organic Letters, Год журнала: 2023, Номер 25(17), С. 2970 - 2974

Опубликована: Апрель 23, 2023

Condition-dependent transformations between hydroximic acids and thioacetic acid were achieved. Using NH4HCO3 in the ethanol solvent, efficient N-O bond cleavage of hydroxamic occurred to afford primary amides with high functional group compatibility. The reaction was switched O-acylation when NEt3 H2O used as base respectively. These facile could be scaled up gram level smoothly. Preliminary mechanistic studies suggested that involves a cascade process acylation/reduction.

Язык: Английский

Процитировано

6
Reductive cross-coupling of N-acyl pyrazole and nitroarene using tetrahydroxydiboron: synthesis of secondary amides DOI

Hayeon Moon,

Sunwoo Lee

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(41), С. 8329 - 8334

Опубликована: Янв. 1, 2023

We report on a new method for the synthesis of amides using acyl pyrazoles and nitroarenes under reducing conditions. It was found that react with organo-nitro compounds in presence B2(OH)4, giving corresponding good yields. demonstrated benzoyl having various substituents different can be used to produce range N-substituted benzamides. The shows functional group tolerance has potential application variety organic molecules.

Язык: Английский

Процитировано

6
The application of nitroarenes in catalyst‐free photo‐driven reactions DOI Open Access

Kunpeng Teng,

Qian Liu, Jie Lv

и другие.

ChemPhotoChem, Год журнала: 2023, Номер 8(4)

Опубликована: Ноя. 27, 2023

Abstract Nitroarenes are usually excited to form photoexcited species in light‐induced reactions due their unique properties, leading the development of numerous related catalyst‐free photo‐induced encompassing diverse reaction types and key intermediates. This review aims summarize progress involving nitroarenes offers a brief overview future directions this field.

Язык: Английский

Процитировано

6
Modular synthesis of C2-symmetric nitrogen-containing polyaromatics via visible light-enabled reductive aza-6π electrocyclization DOI

Qun-Liang Zhang,

Qing-Tian Fan,

Yirong Zhou

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(10), С. 2884 - 2890

Опубликована: Янв. 1, 2024

Here, an unprecedented one-step modular construction of C 2 -symmetric N-PACs through reduction/aza-6π electrocyclization was reported and the resultant N-PAC could be converted into a powerful organic photocatalyst.

Язык: Английский

Процитировано

2