Oxy-difluoroallylation of Ynamides by Nickel-Catalyzed Tandem Alkoxylation/Claisen Rearrangement DOI

Haotian Gao,

Tiebo Xiao,

Yubo Jiang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(41), С. 8832 - 8836

Опубликована: Окт. 9, 2024

A nickel-catalyzed tandem alkoxylation/claisen rearrangement strategy for the oxy-difluoroallylation of ynamides has been developed. In this reaction, 3,3-difluoroallyl alcohol was used as a fluorine-containing building block to construct C–CF2 bond first time. This approach is recognized its robust tolerance functional groups, impressive yields, and excellent atomic efficiency, all achieved under mild reaction conditions. series β,β-difluoromethyleneamide derivatives were efficiently obtained through simple operations, their practicality confirmed gram-scale synthesis product derivatization.

Язык: Английский

cis-Diphosphine Ethene Ligand-Ni Complex Catalyzed C-P Cross-Coupling of Aryl Chlorides DOI
Yumeng Wu, Zhe Tang,

Xiaoli Li

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Июнь 2, 2025

Nickel complexes supported by cis-diphosphine ethene ligands were synthesized and employed in the C-P coupling reaction of aryl chlorides. The rigid five-membered-ring structure formed bisphosphine with olefinic backbones nickel may be crucial for facilitating reductive elimination step catalytic cycle. steric hindrance electronic properties these have also been shown to a significant effect on rate extent reaction. A series chlorides can smoothly converted corresponding trisubstituted phosphine oxides disubstituted oxides, as well dialkyl phosphites, under mild conditions. system showed good compatibility heterocyclic structures. In addition, this air-stable easy-to-handle complex has demonstrated application potential synthesis pharmaceutical molecules.

Язык: Английский

Процитировано

0
A metal-free strategy to construct fluoroalkyl–olefin linkages using fluoroalkanes DOI Creative Commons
Kaushik Chakrabarti, Michael M. Wade Wolfe, Shuo Guo

и другие.

Chemical Science, Год журнала: 2023, Номер 15(5), С. 1752 - 1757

Опубликована: Дек. 22, 2023

We report a metal-free strategy to access fluoroalkyl–olefin linkages from RCF 2 H (R = aryl, H, F and fluoroalkyl) precursors vinyl-pinacol boronic ester (BPin) reagents.

Язык: Английский

Процитировано

3
Oxy-difluoroallylation of Ynamides by Nickel-Catalyzed Tandem Alkoxylation/Claisen Rearrangement DOI

Haotian Gao,

Tiebo Xiao,

Yubo Jiang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(41), С. 8832 - 8836

Опубликована: Окт. 9, 2024

A nickel-catalyzed tandem alkoxylation/claisen rearrangement strategy for the oxy-difluoroallylation of ynamides has been developed. In this reaction, 3,3-difluoroallyl alcohol was used as a fluorine-containing building block to construct C–CF2 bond first time. This approach is recognized its robust tolerance functional groups, impressive yields, and excellent atomic efficiency, all achieved under mild reaction conditions. series β,β-difluoromethyleneamide derivatives were efficiently obtained through simple operations, their practicality confirmed gram-scale synthesis product derivatization.

Язык: Английский

Процитировано

0