ASYMMETRIC VISIBLE‐LIGHT PHOTOREDOX CATALYSIS DOI

Jiyuan Lyu,

Aurélie Claraz, Géraldine Masson

и другие.

Опубликована: Июнь 3, 2022

Visible light photocatalysis is now recognized as a cornerstone to drive radical-based transformations with good efficiency and versatility under environmentally friendly reaction conditions. However, the high reactivity of photogenerated intermediates imparts several challenges for controlling stereoselectivity process. This chapter provides an overview on major achievements in asymmetric photoredox catalysis. Specifically, two types enantioselective photocatalytic strategies are outlined. The first one involves synergistic merger achiral photocatalyst chiral co-catalyst. part divided according mode catalysis including Lewis base catalysis, hydrogen-bond Brønsted or acid catalyzes, phase transfer second strategy deals employment single organophotocatalyst organometallic photocatalyst.

Язык: Английский

Recent advances in visible light-activated radical coupling reactions triggered by (i) ruthenium, (ii) iridium and (iii) organic photoredox agents DOI Creative Commons
Jonathan D. Bell, John A. Murphy

Chemical Society Reviews, Год журнала: 2021, Номер 50(17), С. 9540 - 9685

Опубликована: Янв. 1, 2021

Visible light-activated reactions continue to expand and diversify. The example shown here is a Birch reduction achieved by organophotoredox reagents.

Язык: Английский

Процитировано

342

Catalytic asymmetric photocycloaddition reactions mediated by enantioselective radical approaches DOI
Yanli Yin,

Mengdi You,

Xiangtao Li

и другие.

Chemical Society Reviews, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

The use of olefins in the construction cyclic compounds represents a powerful strategy for advancing pharmaceutical industry.

Язык: Английский

Процитировано

2

Electrocatalytic Annulation–Iodosulfonylation of Indole‐Tethered 1,6‐Enynes to Access Pyrrolo[1,2‐a]indoles DOI

Ya‐Yu Yuan,

Xi Chen,

J. Wang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(10)

Опубликована: Янв. 9, 2024

Abstract We present the first example of electrocatalytic three‐component annulation–iodosulfonylation indole‐tethered 1,6‐enynes with arylsulfonyl hydrazides and KI for accessing various iodosulfonated pyrrolo[1,2‐ a ]indoles in moderate to excellent yields high stereospecificity. This electrosynthesis opens new avenues construction skeleton good functional group compatibility under environmentally benign condition. Based on control experiments cyclic voltammetry data, we suggested plausible reaction mechanism which included anodic oxidation, homolysis iodide, radical addition, 5 ‐ exo dig cyclization, coupling or nucleophilic attack iodide ions cascade.

Язык: Английский

Процитировано

8

Exploiting single-electron transfer in Lewis pairs for catalytic bond-forming reactions DOI Creative Commons
Yoshitaka Aramaki,

Naoki Imaizumi,

Mao Hotta

и другие.

Chemical Science, Год журнала: 2020, Номер 11(17), С. 4305 - 4311

Опубликована: Янв. 1, 2020

Radical–ion pair generation from common Lewis pairs and its application to catalytic carbon–carbon bond formation.

Язык: Английский

Процитировано

68

Enantioselective synthesis enabled by visible light photocatalysis DOI
Bor‐Cherng Hong

Organic & Biomolecular Chemistry, Год журнала: 2020, Номер 18(23), С. 4298 - 4353

Опубликована: Янв. 1, 2020

This review summarizes recent developments in visible-light enantioselective photocatalysis reactions, which provide convenient and effective tools for asymmetric synthesis.

Язык: Английский

Процитировано

51

Recent Developments in Photo‐Catalyzed/Promoted Synthesis of Indoles and Their Functionalization: Reactions and Mechanisms DOI
Lvyin Zheng,

Kailiang Tao,

Wei Guo

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 363(1), С. 62 - 119

Опубликована: Окт. 31, 2020

Abstract The use of clean and renewable light sources is increasingly common in organic synthesis due to its safety, practicality economy. Recently, photoredox catalysis has shown great application values transformations because advantages environmentally friendly abundant resources. Indoles their derivatives (indolines, oxindoles isatins) are the core skeletons some important compounds widely‐present various natural products pharmaceuticals with different biological activities. Therefore, research on modification indoles particularly for chemists pharmacologists. This review summarizes effects photocatalysis indole recent decades. These accomplished by using metal photocatalysts ( i. e ., Ir, Ru, Ni, Cu, Fe, Au, Rh, TiO 2 , etc.) or non‐metallic Rose Bengal, Eosin Y, quinones, naphthols, N‐heterocyclic carbenes, carbazoles, pyrylium salts, etc.), without need photocatalysts. detailed mechanisms these photo‐catalyzed/promoted reactions also highlighted deeply. And we hope this will be helpful researchers interested promising field photocatalyzed transformations. magnified image

Язык: Английский

Процитировано

51

Visible‐Light‐Driven Cyclizations DOI Creative Commons
Emilia Oueis, Mirella Elkadi, Ramón Rios

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(4), С. 635 - 697

Опубликована: Янв. 13, 2024

Abstract In recent years, the interest to develop cyclizations promoted by visible light has been gaining a lot of attention due its sustainability aspect. this review, we summarize most important advances in period describing methods used generate different ring sizes, while focusing on mechanistic details these reactions.

Язык: Английский

Процитировано

7

Organocatalytic Formal (3 + 2) Cycloaddition toward Chiral Pyrrolo[1,2-a]indoles via Dynamic Kinetic Resolution of Allene Intermediates DOI
Jian‐Fei Bai, Lulu Zhao,

Fang Wang

и другие.

Organic Letters, Год журнала: 2020, Номер 22(14), С. 5439 - 5445

Опубликована: Июнь 29, 2020

We report the chiral phosphoric acid catalyzed formal (3 + 2) cycloaddition of 3-substituted 1H-indoles and propargylic alcohols containing a functional directing group (p-NHAc or p-OH). This work represents straightforward method to synthesize pyrrolo[1,2-a]indole bearing tetrasubstituted carbon stereocenter. The reaction proceeds smoothly with wide array substrate tolerance deliver various pyrrolo[1,2-a]indoles in up 93% yield 98% ee. utility this is highlighted by diverse transformations products into indole derivatives.

Язык: Английский

Процитировано

45

Recent advances in the synthesis of pyrrolo[1,2-a]indoles and their derivatives DOI
Yogesh G. Shelke, Pankaj E. Hande, Santosh J. Gharpure

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2021, Номер 19(35), С. 7544 - 7574

Опубликована: Янв. 1, 2021

This review focuses on recent developments in the synthesis of pyrrolo[1,2- a ]indole derivatives. The mechanism, factors affecting yield and selectivity product, application to bioactive molecules are explained.

Язык: Английский

Процитировано

36

Self-catalytic photochemical three-component reaction for the synthesis of multifunctional 3,3-disubstituted oxindoles DOI
Kai Zheng,

Keyuan Liang,

Jiannan Zhu

и другие.

Molecular Catalysis, Год журнала: 2024, Номер 565, С. 114379 - 114379

Опубликована: Июль 9, 2024

Язык: Английский

Процитировано

5