Radical Alkylation and Protonation Induced anti-Markovnikov Hydroalkylation of Unactivated Olefins via Cobalt Catalysis DOI
Shanshan Huang, Xiaoyang Chen,

Zhangwenyi Xu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(69), P. 9258 - 9261

Published: Jan. 1, 2024

A cobalt catalyzed reductive hydroalkylation of unactivated olefins with anti-Markovnikov selectivity was reported to access complex alkyl amides.

Language: Английский

Fe-Catalyzed Fluoroalkyl(hetero)arylation of Vinyl Azaarenes: Rapid and Modular Synthesis of Unsymmetrical 1,1-Bis(hetero)arylalkanes DOI Creative Commons
Macayla Guerrero, Ángel Rentería‐Gómez,

Deborshee Das

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(33), P. 7015 - 7020

Published: Aug. 14, 2024

In contrast to transition-metal-catalyzed difunctionalization of activated alkenes, selective alkylarylation vinyl azaarenes is underdeveloped. Consequently, the lack modular and rapid syntheses 1,1-bis(hetero)arylalkanes limits their exploration in medicinal chemistry. Herein we report a protocol using commercially available iron salts, bisphosphine ligands, fluoroalkyl halides, Grignard reagents that enables 1,2-fluoroalkyl(hetero)arylation azaarenes. We demonstrate versatility robustness method through synthesis range unsymmetrical 1,1-bis(hetero)arylalkenes, including pyridine N-oxides, triazoles, pyrazines, carbazoles, indazoles, 1,2-azaborines. Mechanistic insights from experimental computational investigations support radical pathway provide into role non-covalent interactions catalysis.

Language: Английский

Citations

1
Intermolecular Regioselective Alkylarylation of Vinylarenes via Photoredox/Nickel Dual Catalysis DOI

Xianhua Pan,

Ya-Ping Hou,

Chang-Xin Shi

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(35), P. 7291 - 7296

Published: Aug. 22, 2024

A novel photoredox/nickel dual catalytic intermolecular alkylarylation of vinylarenes with tertiary and secondary alkyltrifluoroborates aryl bromides is described, which affords 1,1-diarylalkane frameworks that are found in various natural products as well functionalized molecules good to excellent yield regioselectivity through a radical relay process. Notably, this redox-neutral reaction could proceed efficiently tolerance substrates, including great diversity commercially available (hetero)aryl bromides, alkyltrifluoroborates, vinylarenes.

Language: Английский

Citations

1
Radical Alkylation and Protonation Induced anti-Markovnikov Hydroalkylation of Unactivated Olefins via Cobalt Catalysis DOI
Shanshan Huang, Xiaoyang Chen,

Zhangwenyi Xu

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(69), P. 9258 - 9261

Published: Jan. 1, 2024

A cobalt catalyzed reductive hydroalkylation of unactivated olefins with anti-Markovnikov selectivity was reported to access complex alkyl amides.

Language: Английский

Citations

0