Synthesis of Carboranyl Alkyl Sulfide via Radical Thiol–Ene “Click” Reaction DOI
Dinghai Wang, Zhiyong He, Chang Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 7, 2025

Synthetic methods that feature mild reaction conditions and broad functional group tolerance are highly desired for the development of third-generation boron delivery agents, which significant neutron capture therapy (BNCT), a selective cancer treatment technique. Molecules containing carborane promising candidates as compounds BNCT. Herein, we report an efficient radical thiol-ene "click" involving carboranyl thiols unactivated alkenes under photoredox conditions. This affords moderate to excellent isolated yields. The current methodology allows incorporation carborane, valuable moiety with high content, into molecules outstanding this method makes it suitable late-stage introduction bioactive molecules. addition reactivity thiol was investigated by DFT calculations uncover impact 3D aromaticity on stabilization sulfur centered radical.

Language: Английский

Photocatalytically switchable chemoselective difluoramidation of olefins for the synthesis of diversified difluoro-γ-lactams DOI

Tian-Zheng Cao,

Cai-Jian Nie,

Jing Li

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This study demonstrates a visible-light-driven intramolecular alkene difluorination enabling Heck-type coupling, hydrofluoramidation, and difunctionalization. Diverse difluoro-γ-lactams were synthesized with high selectivity substrate generality.

Language: Английский

Citations

0

Synthesis of Carboranyl Alkyl Sulfide via Radical Thiol–Ene “Click” Reaction DOI
Dinghai Wang, Zhiyong He, Chang Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 7, 2025

Synthetic methods that feature mild reaction conditions and broad functional group tolerance are highly desired for the development of third-generation boron delivery agents, which significant neutron capture therapy (BNCT), a selective cancer treatment technique. Molecules containing carborane promising candidates as compounds BNCT. Herein, we report an efficient radical thiol-ene "click" involving carboranyl thiols unactivated alkenes under photoredox conditions. This affords moderate to excellent isolated yields. The current methodology allows incorporation carborane, valuable moiety with high content, into molecules outstanding this method makes it suitable late-stage introduction bioactive molecules. addition reactivity thiol was investigated by DFT calculations uncover impact 3D aromaticity on stabilization sulfur centered radical.

Language: Английский

Citations

0