Pd-Catalyzed Enantioselective Double C–H Activation and Transmetalation: Synthesis of 2-Heteroaryl/aryl-Ferrocenealdehydes
Synthesis of heterocycle-derived chiral ferrocene formaldehydes opens a new avenue for planar chiral ligands, catalysts, and chiral materials. Herein, Pd<sup>II</sup>/MPAA catalyzed enantioselective double C-H activation, an arylation-oxidative deamination strategy, leads to a step-economical synthetic route for regioselective, monoselective, and enantioselective new heterocycle-substituted chiral ferrocene formaldehydes. The developed methodology is quite general to provide indolizinyl, indolyl, pyrrolyl, furanyl, thiophenyl, oxazolyl, thiazolyl, and aryl-substituted platform ferrocene formaldehydes with up to 60% yield and 97:3 er.
Authors
- Devendra Parganiha (ORCID: https://orcid.org/0000-0001-8826-7540)
- Vishal Choudhary
- Sangit Kumar (ORCID: https://orcid.org/0000-0003-0658-8709)
- Raushan Kumar Jha (ORCID: https://orcid.org/0000-0002-2143-0937)
- Svastik Jaiswal (ORCID: https://orcid.org/0000-0002-5193-7026)
- Ashwini Dilip Dhumale (ORCID: https://orcid.org/0009-0003-2434-9434)
- Yagya Dutt Upadhyay (ORCID: https://orcid.org/0009-0008-9779-5490)
Institutions
- Indian Institute of Science Education and Research, Bhopal (IN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-10-17
- DOI
- https://doi.org/10.1021/acs.orglett.5c04004
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.00