Photocatalytic intermolecular dearomative cycloaddition of phenanthrenes and naphthalenes with excited gem-difluoroalkenes DOI
Yunxiao Zhang, You-Yuan Guo, Yizhi Zhang

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 101200 - 101200

Published: Dec. 1, 2024

Language: Английский

Photoinduced Dearomative Multiple Functionalization of Quinolines to Construct Highly Substituted 3D Frameworks DOI
Yuki Nagashima,

Asuha Shimose

Synlett, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 18, 2025

Abstract Dearomative functionalization of quinolines expands the chemical diversity highly functionalized 3D frameworks, such as 1,2,3,4- and 5,6,7,8-tetrahydroquinoline derivatives, which are important pharmacophores, with minimal synthetic costs. In this short review, we cover recent reports on visible-light-induced dearomative an emphasis reaction design/strategies mechanistic studies provide a theoretical basis for developing further syntheses in future. 1 Introduction 2 Functionalizations through Formation Photoexcited Quinolines 3 Reagents/Intermediates 4 Conclusion

Language: Английский

Citations

0
Successive energy-transfer catalytic dearomative reactions of quinolines with bicyclo[1.1.0]butanes for the synthesis of pyridine-fused 3D complicated molecules DOI Creative Commons
Cai Yiping, Shi Chen, Qin‐Hua Song

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Successive energy-transfer-mediated dearomative [2π + 2σ] cycloaddition/1,6-HAT cascade reaction of quinolines with bicyclo[1.1.0]butanes provides a facile synthesis pyridine-fused 3D complicated molecules.

Language: Английский

Citations

0
Copper-catalyzed domino cyclization of anilines and cyclobutanone oxime: a scalable and versatile route to spirotetrahydroquinoline derivatives DOI Creative Commons

Qingqing Jiang,

Xin Lei, Pan Gao

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 749 - 754

Published: April 9, 2025

In this study, we report the copper-catalyzed synthesis of tetrahydroquinoline derivatives via a domino reaction aniline with cyclobutanone oxime. This method demonstrates selective approach for generating bioactive scaffolds, which have broad applications in pharmaceutical chemistry. The conditions were optimized effective formation varying substituents, showing high yields under mild conditions. Mechanistic studies suggest catalytic cycle involving nucleophilic attack by on oxime, followed cyclization to form desired product.

Language: Английский

Citations

0
Bi(OTf)3-Catalyzed Cascade Cycloaddition–Decarbonylation–N-Deoxygenative Aromatization between 2-Arylisatogens and Styrenes: Unveiling a Synthesis of 2,4-Diarylquinolines DOI Creative Commons
Kunlayanee Punjajom,

Sukit Chonradeenitchakul,

Jumreang Tummatorn

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(47), P. 10066 - 10071

Published: Nov. 15, 2024

An unprecedented Bi(OTf)3-catalyzed reaction between 2-arylisatogens and vinylarenes to yield 2,4-diarylquinolines is reported. The transformation occurred via a BiIII-coordination the embedded anionic nitrone oxygen, which induced regiospecific stepwise formal [4 + 2]-cycloaddition with strained tricyclic intermediate, subsequently extruded gaseous carbon monoxide. N-Deoxygenative aromatization ensued produce 2,4-diarylquinolines. protocol was applicable variety of substrates quinolines in up an 89% yield.

Language: Английский

Citations

2
Development of organic photoreactions utilizing the characteristics of elements with low electronegativity DOI Creative Commons
Yuki Nagashima

Bulletin of the Chemical Society of Japan, Journal Year: 2024, Volume and Issue: 97(8)

Published: July 31, 2024

Abstract Organic photoreactions have received much attention as unique tools to access kinetically and/or thermodynamically prohibited products in the ground state. These been based mainly on using elements with high electronegativity such carbon (C), oxygen (O), nitrogen (N), halogens (F, Cl, Br, and I) well transition metals. On other hand, we interested characteristics of low electronegativity, boron (B), silicon (Si), tin (Sn), excited state, enabling highly reactive selective photoinduced borylations, silylations, stannylations. In this account, highlight our latest findings concerning diverse organic utilizing B, Si, Sn elements, which are challenging when conventional strategies.

Language: Английский

Citations

1
Photocatalytic intermolecular dearomative cycloaddition of phenanthrenes and naphthalenes with excited gem-difluoroalkenes DOI
Yunxiao Zhang, You-Yuan Guo, Yizhi Zhang

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 101200 - 101200

Published: Dec. 1, 2024

Language: Английский

Citations

0