Photocatalytic Generation of Germyl Radicals from Digermanes Enabling the Hydro/Deuteriogermylation of Alkenes DOI

Haruka Iimuro,

Shiho Ishigaki,

Antônio Junio Araujo Dias

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15623 - 15629

Published: Oct. 9, 2024

We have developed a visible-light-induced method to photolyze digermanes through single-electron oxidation using photocatalyst, in contrast direct excitation, generate germyl radicals and achieve the hydro/deuteriogermylation of alkenes. This protocol allows previously elusive incorporation small trimethylgermyl group deuterium, metabolically stable bioisosteres tert-butyl hydrogen, respectively, making this approach attractive not only organic synthesis but also medicinal chemistry.

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

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 Generation of Germyl Radicals from Digermanes Enabling the Hydro/Deuteriogermylation of Alkenes DOI

Haruka Iimuro,

Shiho Ishigaki,

Antônio Junio Araujo Dias

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15623 - 15629

Published: Oct. 9, 2024

We have developed a visible-light-induced method to photolyze digermanes through single-electron oxidation using photocatalyst, in contrast direct excitation, generate germyl radicals and achieve the hydro/deuteriogermylation of alkenes. This protocol allows previously elusive incorporation small trimethylgermyl group deuterium, metabolically stable bioisosteres tert-butyl hydrogen, respectively, making this approach attractive not only organic synthesis but also medicinal chemistry.

Language: Английский

Citations

1