EDA-Enabled Three-Component Polarity-Crossover Cyclization: Modular Installation of Fully Substituted γ-Lactams DOI

Jingqi Yan,

Zhilin Liu, Kai Chen

и другие.

Organic Letters, Год журнала: 2024, Номер 26(44), С. 9598 - 9603

Опубликована: Окт. 28, 2024

A photoinduced three-component radical addition-aminalization cascade was accomplished, enabling rapid assembly of a wide range densely functionalized γ-lactams. Key to this transformation is the electron-donor-acceptor (EDA) generation enamine and in situ trapping an iminium intermediate with bromodifluoroacetamide. This rationally designed protocol fully takes advantage polarity crossover (enamine-iminium) process, providing modular previously inaccessible scaffolds. The reaction proceeds under mild conditions excellent regio- diastereoselectivity, which amenable structurally varied substrates pharmaceuticals.

Язык: Английский

Oxygen Migration–Defluorination Strategy Enables the Aminocarbonylation of Enaminones with o-Aminobenzamides and CF2Br2 DOI

Wanqing Zuo,

Renhua Zheng,

Yinghong Huang

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Фев. 24, 2025

The development of different concept approaches and user-friendly carbonyl surrogates for aminocarbonylation is highly desirable. Herein, we report the photocatalytic enaminones with easily available o-aminobenzamides CF2Br2 through an oxygen migration-defluorination strategy. reaction features switchable transformation construction carbamoyl-substituted enol products allows expedient synthesis fully substituted maleimides under mild conditions.

Язык: Английский

Процитировано

6

Transition metal-free thiophene construction in pure water by multiplied C-H functionalization with enaminones and elemental sulfur DOI Creative Commons
Lihong Tian, Jie‐Ping Wan, Yunyun Liu

и другие.

Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Сен. 1, 2024

Язык: Английский

Процитировано

5

Tandem site-selective bromination and highly regioselective Heck reaction of N-allyl enaminones: chemodivergent synthesis of polysubstituted pyrroles and pyridines DOI
Xiyan Duan, Junqi Wang, Huijun Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(19), С. 5532 - 5537

Опубликована: Янв. 1, 2024

Chemodivergent synthesis of polysubstituted pyrroles and pyridines from N -allyl enaminones via tandem site-selective bromination the highly regioselective Heck reaction.

Язык: Английский

Процитировано

3

Recent trends for chemoselectivity modulation in one-pot organic transformations DOI Creative Commons

Hiren R. Chaudhary,

Divyang M. Patel

RSC Advances, Год журнала: 2024, Номер 14(42), С. 31072 - 31116

Опубликована: Янв. 1, 2024

This article describes recent advances in one-pot chemoselective reactions and their mechanism insights. Here, the substrate, catalyst, solvent, temperature play a vital role modulating chemoselectivity.

Язык: Английский

Процитировано

3

Electrochemical Annulation of p-Alkoxy or p-Hydroxy Anilines with Enaminones for Selective Indole and Benzofuran Synthesis DOI

Zukang Zhong,

Yunyun Liu, Lihua Liao

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 11, 2025

The green and sustainable electrochemical oxidative cyclization of enaminones with p-methoxy/p-hydroxy anilines has been developed, enabling the regioselective synthesis indoles benzofurans. methods are significant advantage not only due to mild metal-free conditions, but also because employment easily available stable aniline substrates replace unstable quinoneimide for a similar annulation in previous work.

Язык: Английский

Процитировано

0

Iridium-catalyzed reduction of o-hydroxyl phenyl enaminones for the synthesis propiophenones and their application in 3-methyl chromone synthesis DOI

Zhi Tu,

Jie‐Ping Wan, Wei Li

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

A method of reducing

Язык: Английский

Процитировано

1

EDA-Enabled Three-Component Polarity-Crossover Cyclization: Modular Installation of Fully Substituted γ-Lactams DOI

Jingqi Yan,

Zhilin Liu, Kai Chen

и другие.

Organic Letters, Год журнала: 2024, Номер 26(44), С. 9598 - 9603

Опубликована: Окт. 28, 2024

A photoinduced three-component radical addition-aminalization cascade was accomplished, enabling rapid assembly of a wide range densely functionalized γ-lactams. Key to this transformation is the electron-donor-acceptor (EDA) generation enamine and in situ trapping an iminium intermediate with bromodifluoroacetamide. This rationally designed protocol fully takes advantage polarity crossover (enamine-iminium) process, providing modular previously inaccessible scaffolds. The reaction proceeds under mild conditions excellent regio- diastereoselectivity, which amenable structurally varied substrates pharmaceuticals.

Язык: Английский

Процитировано

1