Controlled Defluorinative Carboxylation Cascade of Sterically Hindered CF3-Alkenes with Formate Salt via Photocatalysis DOI

Runze Zhai,

Haiping Yu, Jian‐Ping Ma

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(10), P. 2492 - 2497

Published: March 5, 2025

A controlled cleavage of double C-F bonds in sterically hindered tetrasubstituted CF3-alkenes using formate salt has been achieved through a photoinduced electron transfer approach. Diverse γ-branched multifunctionalized gem-difluoroalkenes and α-fluoroacrylic acids are obtained sequentially via hydrodefluorination bond carboxylation with good-to-high yields. Precisely controlling the quantity reaction time is crucial for obtaining divergent defluorinative products. Formate serves as C1 source, hydrogen donor, reducing agent.

Language: Английский

Nickel-catalyzed cross-coupling of 2-fluorobenzofurans with arylboronic acids via aromatic C–F bond activation DOI Creative Commons
Takeshi Fujita,

Haruna Yabuki,

Ryutaro Morioka

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 21, P. 146 - 154

Published: Jan. 15, 2025

2-Fluorobenzofurans underwent efficient nickel-catalyzed coupling with arylboronic acids through the activation of aromatic C-F bonds. This method allowed us to successfully synthesize a range 2-arylbenzofurans various substituents. The reaction, which proceeded under mild conditions, involved β-fluorine elimination from nickelacyclopropanes formed by interaction 2-fluorobenzofurans zero-valent nickel species. protocol facilitates orthogonal reactions and C-Br bonds acids.

Language: Английский

Citations

0

Controlled Defluorinative Carboxylation Cascade of Sterically Hindered CF3-Alkenes with Formate Salt via Photocatalysis DOI

Runze Zhai,

Haiping Yu, Jian‐Ping Ma

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(10), P. 2492 - 2497

Published: March 5, 2025

A controlled cleavage of double C-F bonds in sterically hindered tetrasubstituted CF3-alkenes using formate salt has been achieved through a photoinduced electron transfer approach. Diverse γ-branched multifunctionalized gem-difluoroalkenes and α-fluoroacrylic acids are obtained sequentially via hydrodefluorination bond carboxylation with good-to-high yields. Precisely controlling the quantity reaction time is crucial for obtaining divergent defluorinative products. Formate serves as C1 source, hydrogen donor, reducing agent.

Language: Английский

Citations

0