Pd <sup>II</sup> ‐Catalyzed <i>γ</i> ‐C(sp <sup>3</sup> )–H (Hetero)Arylation of Ketones Using Acetohydrazide As The Transient Directing Group
Abstract Pd(II)‐catalyzed γ ‐C(sp 3 )–H (hetero)arylation of aliphatic ketones is developed using acetohydrazide as the transient directing group (TDG). The reaction is facilitated by a crucial 2‐pyridone ligand via the 5,6‐membered fused palladacycle intermediate, enabling the smooth γ ‐C(sp 3 )–H (hetero)arylation of various aliphatic ketones. The reaction demonstrated tolerance to different functional groups of aryl iodides, and compatibility with various pyridinyl or quinolinyl iodides. Furthermore, regioselectivity of γ ‐C(sp 3 )–H arylation with current reaction conditions was compared with previous studies for the challenging substrate pentan‐2‐one.
Authors
- Jun Luo (ORCID: https://orcid.org/0000-0002-8093-5345)
- Chao Jiang (ORCID: https://orcid.org/0000-0002-9228-1924)
- Kai Jia (ORCID: https://orcid.org/0000-0001-8215-9899)
Institutions
- Nanjing University of Science and Technology (CN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-04-02
- DOI
- https://doi.org/10.1002/ajoc.202500289
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China