Cobalt‐Promoted <i>Para</i> C─H Amination of 3‐Acetyl Substituted Nitroarenes with Arylhydrazines
Abstract We report a method to furnish substituted 1H ‐indazoles via a coupling of 3‐acetyl substituted nitroarenes and arylhydrazines. Reactions progressed in the presence of cobalt(II) acetylacetonate catalyst, TEMPO oxidant, and Cs 2 CO 3 base. Functional groups including bromo, chloro, nitro, and trifluoromethoxy groups were compatible with reaction conditions. The proposed mechanism was based on a nucleophilic substitution of hydrogen para to nitro group. Our method feature a convenient pathway to directly obtain substituted 1H ‐indazoles which avoid the use of pre‐functionalized starting materials. Indazole could play a role as the directing group for a palladium‐catalyzed C(sp 2 )─H arylation with iodobenzene.
Authors
- Tung Thanh Nguyen (ORCID: https://orcid.org/0000-0002-0912-9981)
- Duyen K. Nguyen
- Giang Binh Tran (ORCID: https://orcid.org/0009-0000-5019-3144)
Institutions
- Vietnam National University Ho Chi Minh City (VN)
- Ho Chi Minh City University of Technology (VN)
Publication Details
- Journal
- ChemistrySelect
- Published
- 2024-11-01
- DOI
- https://doi.org/10.1002/slct.202402834
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Viet Nam National University Ho Chi Minh City