Aluminum-catalyzed anti-Markovnikov hydroamination of aromatic alkenes with aromatic amines
Herein, we report a novel Al compound supported by a NacNac ligand that facilitates the anti-Markovnikov hydroamination of aromatic alkenes and primary amines. This represents the first instance of an aluminum-catalyzed intermolecular hydroamination of alkenes, successfully synthesizing a variety of aromatic imine derivatives. The proposed mechanism suggests that the coordination activation of <sup><i>t</i></sup>BuOK by ether solvents is crucial, allowing the <sup><i>t</i></sup>BuO<sup>-</sup> anion to coordinate with the catalyst's Al center, thus forming a key intermediate.
Authors
- Ziyuan Pang
- Xiaobo Yang (ORCID: https://orcid.org/0000-0001-9373-8685)
- Zhi Mao Yang (ORCID: https://orcid.org/0000-0002-5732-0326)
- Xiaoli Ma (ORCID: https://orcid.org/0000-0003-2632-5367)
- Qifeng Li (ORCID: https://orcid.org/0000-0001-7853-8634)
- Wenliang Yan
- Yiwen Chen (ORCID: https://orcid.org/0000-0003-4709-7623)
Institutions
- Beijing Institute of Technology (CN)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2024-12-18
- DOI
- https://doi.org/10.1039/d4ob01820f
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00