Study on the Application of Photoelectric Technology in the Synthesis of Selenium-Containing Heterocycles DOI Open Access
Xin Wang, Yan Zhang, Kai Sun

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 41(12), P. 4588 - 4588

Published: Jan. 1, 2021

Selenium-containing heterocycles are a kind of important organic molecules, which widely used in medicine, agrochemicals, materials and other fields.Therefore, the introduction selenium atom into molecules is great significance synthetic chemistry.Visible light electrochemical technology one green sustainable synthesis methods, has opened up broad application prospects fields bifunctionalization cyclization unsaturated bonds direct functionalization C-H bonds.In recent years, development novel reaction using photoelectric to drive selenization attracted much attention.Therefore, this paper describes electrochemical-driven visible-light-induced reactions selenium-containing heterocycles, discusses applicable scope mechanism some reactions.

Language: Английский

Photochemical and electrochemical strategies in C–F bond activation and functionalization DOI
Zhanghong Wang, Yu Sun,

Liu‐Yu Shen

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 9(3), P. 853 - 873

Published: Dec. 7, 2021

The recent advances in photochemical or electrochemical C–F bond activation and functionalization have been summarized discussed.

Language: Английский

Citations

111

Electrooxidative palladium- and enantioselective rhodium-catalyzed [3 + 2] spiroannulations DOI Creative Commons
Wen Wei, Alexej Scheremetjew, Lutz Ackermann

et al.

Chemical Science, Journal Year: 2022, Volume and Issue: 13(9), P. 2783 - 2788

Published: Jan. 1, 2022

Despite indisputable progress in the development of electrochemical transformations, electrocatalytic annulations for synthesis biologically relevant three-dimensional spirocyclic compounds has as yet not been accomplished. In sharp contrast, herein, we describe palladaelectro-catalyzed C-H activation/[3 + 2] spiroannulation alkynes by 1-aryl-2-naphthols. Likewise, a cationic rhodium(iii) catalyst was shown to enable electrooxidative [3 spiroannulations via formal C(sp3)-H activations. The versatile featured broad substrate scope, employing electricity green oxidant lieu stoichiometric chemical oxidants under mild conditions. An array enones and diverse spiropyrazolones, bearing all-carbon quaternary stereogenic centers were thereby accessed user-friendly undivided cell setup, with molecular hydrogen sole byproduct.

Language: Английский

Citations

72

Electrochemical electrophilic bromination/spirocyclization of N-benzyl-acrylamides to brominated 2-azaspiro[4.5]decanes DOI
Zhongyi Zhang,

Zhong‐Wei Hou,

Hao Chen

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(9), P. 3543 - 3548

Published: Jan. 1, 2023

An electrochemical electrophilic bromination/spirocyclization of N -benzyl-acrylamides to brominated 2-azaspiro[4.5]decanes with 2-bromoethan-1-ol as the brominating reagent has been developed.

Language: Английский

Citations

50

Electrochemical radical-polar crossover: a radical approach to polar chemistry DOI

Zhoumei Tan,

Haonan Zhang, Kun Xu

et al.

Science China Chemistry, Journal Year: 2023, Volume and Issue: 67(2), P. 450 - 470

Published: Nov. 3, 2023

Language: Английский

Citations

50

Electrochemical Dearomative Spirocyclization DOI
Nan Li, Zhaojiang Shi,

Wei‐Zhen Wang

et al.

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(9)

Published: March 15, 2023

Electrochemical dearomative spirocyclization serves as a green and sustainable approach to convert the flat, two-dimension aromatic feedstock into value-added three-dimension spirocyclic architectures. This review highlights recent advances, emphasizes mechanistic discussions, showcases synthetic applications of this emerging versatile powerful transformation.

Language: Английский

Citations

36

A general electron donor–acceptor complex enabled cascade cyclization of alkynes to access sulfur-containing heterocycles DOI
Wenchao Yang, Yu Sun, Xiaobo Bao

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(8), P. 3111 - 3116

Published: Jan. 1, 2023

A general visible light-promoted and electron–donor–acceptor complex-enabled cascade reaction of alkynes to produce functionalized sulfur-containing heterocycles under photocatalyst-, base-, oxidant- metal-free conditions was developed.

Language: Английский

Citations

28

Visible-light-induced novel cyclization of 2-(2-(arylethynyl)benzylidene)-malononitrile derivatives with 2,6-di(tert-butyl)-4-methylphenol to bridged spirocyclic compounds DOI
Xiaofei Xie, Lei Wang, Quan Zhou

et al.

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 33(12), P. 5069 - 5073

Published: March 23, 2022

Language: Английский

Citations

37

Electrochemical Dearomatizing Spirocyclization of Alkynes with Dimethyl 2-Benzylmalonates to Spiro[4.5]deca-trienones DOI
Laiqiang Li,

Zhong‐Wei Hou,

Pinhua Li

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(13), P. 8697 - 8708

Published: June 9, 2022

An electrochemical dearomatizing spirocyclization of alkynes with dimethyl 2-benzylmalonates for the preparation spiro[4.5]deca-trienones has been developed. This approach adopts ferrocene (Cp2Fe) as an electrocatalyst to produce carbon-centered radical intermediates from C–H-based malonates, which obviates forthputting noble-metal reagents, sacrificial chemical oxidants and 2-bromomalonates. A wide variety spiro compounds are efficiently prepared satisfactory results under mild conditions.

Language: Английский

Citations

33

Iron‐Catalyzed Silylation and Spirocyclization of Biaryl‐Ynones: A Radical Cascade Process toward Silylated Spiro[5.5]trienones DOI
Fei Chen, Zheng Yang, Hao Yang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2022, Volume and Issue: 364(9), P. 1537 - 1542

Published: March 11, 2022

Abstract Iron‐catalyzed cascade silyl radical addition/6‐ exo ‐trig cyclization/dearomatization of biaryl ynones has been developed. This approach uses silane as the precursor well silylation reagent, 1,10‐phenanthroline ligand, and tert ‐butyl hydroperoxide (TBHP) oxidant. By employing this tandem process, a series silylated spiro[5.5]trienones were prepared. magnified image

Language: Английский

Citations

31

Synthesis of polychloromethylated and halogenated spiro[5,5]trienones via dearomative spirocyclization of biaryl ynones DOI
Junnan Li,

Zi-Jie Li,

Liu‐Yu Shen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(33), P. 6659 - 6666

Published: Jan. 1, 2022

A selective polychloromethylation and halogenation reaction of alkynes via a radical addition/spirocyclization cascade sequence was developed, in which applying polyhaloalkanes as the precursor polyhalomethyl halogen radicals.

Language: Английский

Citations

31