Electrooxidative Pd-Catalyzed Remote Hydrofunctionalization of Alkenes with Nucleophiles DOI

Seungdae Park,

Baeho Yang,

Do‐Hyun Lee

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(21), С. 15858 - 15868

Опубликована: Окт. 11, 2024

The catalytic hydrofunctionalization of alkenes with nucleophiles via the generation carbocationic intermediates has been extensively studied as an efficient strategy for regioselective installation functional groups on alkene feedstocks. However, since established methods are confined to functionalization position where is originally located, it highly desirable develop a broadly applicable platform that offers alternative regioselectivity otherwise challenging achieve existing protocols. Herein, we report remote method enabled by electrooxidative palladium hydride catalysis. key success formation carbocation intermediate through mechanistic pathway, which involves chain-walking process followed anodic oxidation organopalladium species. This allows terminal and internal broad range oxygen, carbon, nitrogen, fluoride nucleophiles, including complex drug-like molecules.

Язык: Английский

A Photo- and Cobalt-Catalyzed Highly Selective and Divergent Hydrofunctionalization of 1,3-Dienes with Phenols DOI Creative Commons
Yue Wang, Jun Miao, Honglin Dong

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

An applicable cobalt-hydride-mediated selective, divergent hydroetherification and sequential hydroetherification/hydroarylation of 1,3-dienes with simple phenol feedstocks under a photoredox cobalt catalytic system have been developed. A variety allyl aryl ethers value-added chroman derivatives can be obtained in good to excellent yields stereoselectivity. This method not only obviates the need for extra hydrosilanes stoichiometric oxidants, thereby offering exceedingly mild conditions alkene hydroetherification, but also represents first case CoH-HAT-catalyzed double hydrofunctionalization alkenes sole nucleophile. The continuous selective bond-forming expands applications cobalt-hydride MHAT reaction provides novel approach design synthesis heterocyclic molecules.

Язык: Английский

Процитировано

0

Cobalt-catalyzed radical hydroamination of olefins DOI

Qingyu Xing,

Preeti P. Chandrachud,

Khalilia Tillett

и другие.

Trends in Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

0

New chemistry of alkynyl trifluoroborates under transition metal catalyst-free conditions DOI
Shenghan Teng, Jianrong Steve Zhou, Wei Huang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(20), С. 5985 - 6003

Опубликована: Янв. 1, 2024

This review summarizes recent advances in alkynyl trifluoroborate chemistry, emphasizing their unique reactivity and stability organic synthesis biological applications under transition metal catalyst-free conditions.

Язык: Английский

Процитировано

1

Electrooxidative Pd-Catalyzed Remote Hydrofunctionalization of Alkenes with Nucleophiles DOI

Seungdae Park,

Baeho Yang,

Do‐Hyun Lee

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(21), С. 15858 - 15868

Опубликована: Окт. 11, 2024

The catalytic hydrofunctionalization of alkenes with nucleophiles via the generation carbocationic intermediates has been extensively studied as an efficient strategy for regioselective installation functional groups on alkene feedstocks. However, since established methods are confined to functionalization position where is originally located, it highly desirable develop a broadly applicable platform that offers alternative regioselectivity otherwise challenging achieve existing protocols. Herein, we report remote method enabled by electrooxidative palladium hydride catalysis. key success formation carbocation intermediate through mechanistic pathway, which involves chain-walking process followed anodic oxidation organopalladium species. This allows terminal and internal broad range oxygen, carbon, nitrogen, fluoride nucleophiles, including complex drug-like molecules.

Язык: Английский

Процитировано

0