Light‐Mediated Radical Addition to Azomethine Compounds: Novel Reactivity and Activation Modes DOI Open Access

Zakhar M. Rubanov,

Vitalij V. Levin, Alexander D. Dilman

и другие.

The Chemical Record, Год журнала: 2024, Номер unknown

Опубликована: Дек. 17, 2024

Abstract Azomethines is a class of compounds, which have traditionally served as electrophilic substrates, but their reactions with radicals long been limited. Photocatalysis provided ample opportunities for promoting these reactions, wide variety reagents serving precursors radicals. Besides regular addition mode at the azomethine fragment, oxidative pathway, in C=N bond remains product, has become possible by proper selection redox catalyst. This review summarizes new developments this rapidly developing field over past five years. New concepts on activation towards radical attack are discussed.

Язык: Английский

Visible-Light-Mediated Decarboxylative (Amino)Alkylation of Azomethine Imines DOI

Seshadri Reddy Nasireddy,

Parashuram Sharma,

Kirti Khanna

и другие.

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

Опубликована: Апрель 7, 2025

Herein, we report an efficient, organophotocatalyzed decarboxylative (amino)alkylation of azomethine imines using readily available carboxylic acids as alkylating agents. This transformation exhibits wide scope, and a variety acids, including glycine derivatives, were employed radical precursors. The use 4CzIPN the photocatalyst allowed application nonbenzylic secondary tertiary also, overcoming previous limitations. applicability nonprefunctionalized precursors, mild conditions are highlights this method. intermediacy key intermediates was established by trapping experiments.

Язык: Английский

Процитировано

0

Photoinduced decarboxylative radical cascade alkylation/cyclization of benzimidazole derivatives with aliphatic carboxylic acid via ligand-to-iron charge transfer DOI

Yan Xu,

C. Wang,

Chun Lv

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(33), С. 14684 - 14689

Опубликована: Янв. 1, 2024

The photoinduced decarboxylative radical cascade alkylation/cyclization method with various benzimidazole moieties bearing unactivated alkenes efficiently synthesizes polycyclic benzimidazoles via LMCT processes.

Язык: Английский

Процитировано

3

Visible-Light-Promoted Iron(II)/Lewis Base Catalysis for the Alkylation of Morita–Baylis–Hillman Acetates Using Carboxylic Acids DOI

Durga Golagani,

Kota Krishna Prakash,

Satyam Thapa

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Окт. 1, 2024

A novel photoinduced Fe(OTf)

Язык: Английский

Процитировано

3

Light‐Mediated Radical Addition to Azomethine Compounds: Novel Reactivity and Activation Modes DOI Open Access

Zakhar M. Rubanov,

Vitalij V. Levin, Alexander D. Dilman

и другие.

The Chemical Record, Год журнала: 2024, Номер unknown

Опубликована: Дек. 17, 2024

Abstract Azomethines is a class of compounds, which have traditionally served as electrophilic substrates, but their reactions with radicals long been limited. Photocatalysis provided ample opportunities for promoting these reactions, wide variety reagents serving precursors radicals. Besides regular addition mode at the azomethine fragment, oxidative pathway, in C=N bond remains product, has become possible by proper selection redox catalyst. This review summarizes new developments this rapidly developing field over past five years. New concepts on activation towards radical attack are discussed.

Язык: Английский

Процитировано

2