Nickel-Catalyzed, Aminoquinoline-Directed Chemo- and Regioselective Carboamination of Unactivated Olefins with Organoboronic Acids and Anthranils

A nickel-catalyzed three-component carboamination of unactivated alkenes with organoboronic acids and anthranils has been achieved for the expedient synthesis of δ-aryl and γ-amino acid derivatives. The 8-aminoquinoline (AQ) directing group is crucial for the success of the reaction, and anthranil serves as an arylnitrene precursor in this conversion. This method features mild reaction conditions, good chemo- and regioselectivity, and a broad substrate scope with good functional group tolerance.

Authors

Institutions

Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.joc.4c01536
Citations
6
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
1.50

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Nickel-Catalyzed, Aminoquinoline-Directed Chemo- and Regioselective Carboamination of Unactivated Olefins with Organoboronic Acids and Anthranils

Yanping Huo, Yang Gao, Jiale Xing, Yushan Cui et al.
6 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
1.50
article

Nickel-Catalyzed, Aminoquinoline-Directed Chemo- and Regioselective Carboamination of Unactivated Olefins with Organoboronic Acids and Anthranils

Yanping Huo, Yang Gao, Jiale Xing, Yushan Cui, Qian Chen, Xianwei Li, Zhongke Xie
article en
6 citations

Abstract

A nickel-catalyzed three-component carboamination of unactivated alkenes with organoboronic acids and anthranils has been achieved for the expedient synthesis of δ-aryl and γ-amino acid derivatives. The 8-aminoquinoline (AQ) directing group is crucial for the success of the reaction, and anthranil serves as an arylnitrene precursor in this conversion. This method features mild reaction conditions, good chemo- and regioselectivity, and a broad substrate scope with good functional group tolerance.

The Journal of Organic ChemistryVol. 89(19)
Guangdong University of Technology (CN), Ji Hua Laboratory (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 19%
Catalytic C–H Functionalization Methods
1.50
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.