Acid-Promoted Amination of Cyclohexenone for the Divergent Synthesis of <i>p</i>-Aminophenols and Tertiary Amines
A tunable method for the selective preparation of <i>p</i>-aminophenol and tertiary amines from a secondary amine and cyclohexenone has been described. Nonaromatic cyclohexenones were used as an aryl source. The desired tertiary amine products were generated when using I<sub>2</sub> as the catalyst. This approach yields single-site-selective <i>p</i>-aminophenol without using I<sub>2</sub>, and the <sup>18</sup>O labeling experiments demonstrated that hydroxyl oxygen originates from O<sub>2</sub>.
Authors
- Fuhong Xiao (ORCID: https://orcid.org/0000-0003-0862-0557)
- Shanping Chen
- Guo‐Jun Deng (ORCID: https://orcid.org/0000-0003-2759-0314)
- Jun Li (ORCID: https://orcid.org/0000-0002-5778-1616)
- Li Liu (ORCID: https://orcid.org/0000-0001-8613-8171)
- Ya Chen (ORCID: https://orcid.org/0000-0002-0728-1963)
Institutions
- Xiangtan University (CN)
- Henan Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-09-19
- DOI
- https://doi.org/10.1021/acs.joc.4c00292
- Citations
- 4
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 1.00