Photopromoted Free Radical Silylation of 2-Aryl-2H-indazoles with Silanes DOI
Yunfei Tian,

Luping Zheng,

Dongyu Guo

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(23), P. 16671 - 16678

Published: Nov. 16, 2023

Photoinduced silylation of silanes with 2-aryl-2H-indazoles was developed under mild conditions, which could efficiently result in diverse 3-silylated 2H-indazoles good substrate scopes. A series scaled-up to gram level and radical capture operations were performed this system. Meanwhile, a bioactive molecule tolerated well typical conditions.

Language: Английский

Recent Advances in Cyclization Reactions of 1,6‐Enynes DOI

J.H. Liu,

Sheng‐Qi Xu,

Yaping Han

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(6), P. 1220 - 1268

Published: Jan. 22, 2024

Abstract Elaborated molecular architectures, specifically those bearing one or more carbon stereocenters, stand as an important class of carbocyclic and heterocyclic frameworks because they are frequently occurring core structures in numerous natural products biologically active pharmaceutical molecules. Over the past few decades, development versatile synthetic approaches via cascade cyclization reactions 1,6‐enynes for construction a series fused spiro compounds has been focus great deal research initiatives. These synthesis strategies peculiarly fascinating context assembly wide array molecules, products, agrochemicals, functional materials. In this review, recent developments transformations with diverse coupling reagents summarized since 2018, which could be divided into five categories: 1) Introduction; 2) Transition metal catalyzed 1,6‐enynes; 3) Metal‐free 4) Visible‐light‐induced 5) Electrocatalytic 1,6‐enynes.

Language: Английский

Citations

13

Self‐ or Acridinium‐Catalyzed Electrophotosynthesis of Thiocyanato Heterocycles from Activated Alkenes DOI

Kaixing Gong,

Yingchun Ma,

Ping Yu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2352 - 2362

Published: April 5, 2024

Abstract While the emergence of electrophotochemistry provides opportunities, such a chemistry at this stage suffers from limited reaction types and high photocatalyst loadings. A self‐catalyzed electrophotosynthesis as well one with low loading is presented. These external‐oxidant‐free cyclizations are enabling applicable to range activated alkenes, affording diverse array thiocyanato heterocycles including 4‐pyrrolin‐2‐ones, isoquinoline‐1,3‐diones, indolo[2,1‐ ]isoquinolin‐6(5 H )‐ones, benzoimidazo[2,1‐ )‐ones indolin‐2‐ones, protocols amenable late‐stage diversification complex molecular architectures gram‐scale syntheses. Sunlight could serve light source, be conducted in an all‐solar‐driven mode using commercially available photovoltaic panel produce electricity.

Language: Английский

Citations

9

Visible-light-mediated synthesis of β-keto sulfones using g-C3N4 as a recyclable photocatalyst under sustainable conditions DOI
Binoyargha Dam, Ashish Kumar Sahoo, Bhisma K. Patel

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(18), P. 7122 - 7130

Published: Jan. 1, 2022

Syntheses of β-keto sulfones have been reported using g-C 3 N 4 as a recyclable photocatalyst along with green chemistry metrics and eco-scale evaluation.

Language: Английский

Citations

34

ipso-Cyclization of unactivated biaryl ynones leading to thio-functionalized spirocyclic enones DOI
Chada Raji Reddy,

Uprety Ajaykumar,

Amol D. Patil

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(31), P. 6379 - 6388

Published: Jan. 1, 2023

Dearomative ipso -annulation of unactivated biaryl ynones using AgSCN/AgSCF 3 as the radical source in presence CAN DMSO is disclosed.

Language: Английский

Citations

17

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

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(4), P. 635 - 697

Published: Jan. 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.

Language: Английский

Citations

8

Photo-induced spirocyclization of biaryl ynones with ammonium thiocyanate: access to thiocyanate-featured spiro[5,5]trienones DOI
Shiliu Chen,

Qinqin Yan,

Jie Fan

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 25(1), P. 153 - 160

Published: Nov. 25, 2022

Photo-promoted cascade 6-exo-trig spirocyclization of biaryl ynones with NH 4 SCN was developed for the preparation various SCN-containing spiro[5,5]trienones.

Language: Английский

Citations

27

Photochemical difluoromethylation of alkynes: synthesis of CF2H-substituted seven-membered dioxodibenzothiazepines and dibenzazepines DOI
Xiaoyu Chen, Yang Geng, Bo Liu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(8), P. 1968 - 1974

Published: Jan. 1, 2023

A general and efficient photochemical strategy for difluoromethylation/radical cascade cyclization of alkynes with sodium difluoromethylsulfinate (NaSO 2 CF H) has been disclosed.

Language: Английский

Citations

15

Nitro-Spirocyclization of Biaryl Ynones with tert-Butyl Nitrite: Access to NO2-Substituted Spiro[5,5]trienones DOI
Yang Li, Li‐Jun Li,

Changyou Guo

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(7), P. 4854 - 4862

Published: March 22, 2023

A metal/peroxide-free involved simple cascade 6-exo-trig spirocyclization of tert-butyl nitrite with biaryl ynones has been finished, which resulted in various NO2-modified spiro[5,5]trienones good regioselectivity/yields. variety scaled-up experiments, reduction/epoxidation operations, and mechanistic studies were performed to verify the merits process this radical system. Finally, structure spirocycles was confirmed by single-crystal X-ray diffraction.

Language: Английский

Citations

15

Metal-free radical bicyclization/chloroalkylarylation of 1,6-enynes with chloroalkanes DOI

Hongxun Zhou,

Lijun Li,

Qinqin Yan

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(29), P. 3938 - 3941

Published: Jan. 1, 2024

A metal-free radical bicyclization of chloralkanes and 1,6-enynes produces various polychlorinated/chlorinated polyheterocycles.

Language: Английский

Citations

5

Metal/Peroxide‐Free [5 + 1] Cyclization of 2‐Vinylanilines with tert‐Butyl Nitrite to Access Diverse Cinnolines DOI Open Access
Huaqing Liu,

Qinqin Yan,

Zexuan Liu

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(6)

Published: Feb. 1, 2025

Abstract An efficient metal/peroxide‐free [5 + 1] cyclization of 2‐vinylanilines with TBN was realized to access various cinnolines high yields. In addition, benzo[ e ]pyrrolo[2,1‐c][1,2,4]triazines could also be obtained by using 2‐(1 H ‐pyrrol‐1‐yl)anilines as the raw materials. This cascade system selected common/low‐cost tert ‐butyl nitrite N1 source, which performed broad substrate scopes/simple operation/mild conditions/available scaled up 1 mmol.

Language: Английский

Citations

0