Cyclic Amine Synthesis via Catalytic Radical‐Polar Crossover Cycloadditions DOI
Ying Zhang, Shusheng Chen, Kai‐Dian Li

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(18)

Опубликована: Фев. 29, 2024

Abstract The rapid assembly of valuable cyclic amine architectures in a single step from simple precursors has been recognized as an ideal platform term efficiency and sustainability. Although vast number studies regarding synthesis reported, new synthetic disconnection approaches are still high demand. Herein, we report catalytic radical‐polar crossover cycloaddition to triggered primary sulfonamide under photoredox condition. This newly developed disconnection, comparable established approaches, will allow construct β, β‐disubstituted β‐monosubstituted derivatives efficiently. study highlights the unique utility bifunctional reagent, which acts radical precursor nucleophile. open‐shell methodology demonstrates broad tolerance various functional groups, drug natural products economically sustainable fashion.

Язык: Английский

Photoredox catalysis harvesting multiple photon or electrochemical energies DOI Creative Commons
Mattia Lepori, Simon Schmid, Joshua P. Barham

и другие.

Beilstein Journal of Organic Chemistry, Год журнала: 2023, Номер 19, С. 1055 - 1145

Опубликована: Июль 28, 2023

Photoredox catalysis (PRC) is a cutting-edge frontier for single electron-transfer (SET) reactions, enabling the generation of reactive intermediates both oxidative and reductive processes via photon activation catalyst. Although this represents significant step towards chemoselective and, more generally, sustainable chemistry, its efficacy limited by energy visible light photons. Nowadays, excellent alternative conditions are available to overcome these limitations, harvesting two different but correlated concepts: use multi-photon such as consecutive photoinduced electron transfer (conPET) combination photo- electrochemistry in synthetic photoelectrochemistry (PEC). Herein, we review most recent contributions fields activations organic functional groups. New opportunities chemists captured, selective reactions employing super-oxidants super-reductants engage unactivated chemical feedstocks, scalability up gram scales continuous flow. This provides comparisons between techniques (multi-photon photoredox PEC) help reader fully understand their similarities, differences potential applications therefore choose which method appropriate given reaction, scale purpose project.

Язык: Английский

Процитировано

28

Advances in photoinduced radical–polar crossover cyclization (RPCC) of bifunctional alkenes DOI
Meng Liu,

Xinke Ouyang,

C. Nguyen Xuan

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(3), С. 895 - 915

Опубликована: Дек. 20, 2023

Photoinduced radical–polar crossover cyclization (RPCC) of bifunctional alkenes is high synthetic utility to produce cyclic products with precise alkene design. This review summarizes the recent representative advances in field RPC.

Язык: Английский

Процитировано

25

Photodriven Radical-Polar Crossover Cyclization Strategy: Synthesis of Pyrazolo[1,5-a]pyridines from Diazo Compounds DOI
Peng Zhao, Yanbo Liu, Yuting Zhang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(12), С. 2511 - 2516

Опубликована: Март 20, 2024

This work demonstrates the synthesis of a variety perfluoroalkyl heterocycles via visible-light-driven radical-polar crossover cyclization strategy. In this process, single-electron reduction/SNV-type/cyclization sequences follow radical addition reaction diazoester, which differs from current role diazoesters as precursors/acceptors. transformation excellent functional group compatibility and allows for modification many bioactive molecules with diazoesters. Such could represent novel approach to photochemical diazo compounds.

Язык: Английский

Процитировано

18

Photoinduced radical-polar crossover cyclization reactions DOI
Zhiming Zhu, Yongxin Zhang, Ziyang Li

и другие.

Chem Catalysis, Год журнала: 2024, Номер 4(5), С. 100945 - 100945

Опубликована: Март 5, 2024

Язык: Английский

Процитировано

14

Cyclic Amine Synthesis via Catalytic Radical‐Polar Crossover Cycloadditions DOI
Ying Zhang, Shusheng Chen, Kai‐Dian Li

и другие.

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(18)

Опубликована: Фев. 29, 2024

Abstract The rapid assembly of valuable cyclic amine architectures in a single step from simple precursors has been recognized as an ideal platform term efficiency and sustainability. Although vast number studies regarding synthesis reported, new synthetic disconnection approaches are still high demand. Herein, we report catalytic radical‐polar crossover cycloaddition to triggered primary sulfonamide under photoredox condition. This newly developed disconnection, comparable established approaches, will allow construct β, β‐disubstituted β‐monosubstituted derivatives efficiently. study highlights the unique utility bifunctional reagent, which acts radical precursor nucleophile. open‐shell methodology demonstrates broad tolerance various functional groups, drug natural products economically sustainable fashion.

Язык: Английский

Процитировано

12