Synergistic Pd/Ni Dual-Catalyzed Cross-Coupling of Azaaryl Acetates with <i>gem</i>-Difluorinated Cyclopropanes
We herein report the development of a novel Pd/Ni dual-catalyzed ring-opening functionalization of <i>gem</i>-difluorinated cyclopropanes (<i>gem</i>-F<sub>2</sub>CPs) with azaaryl acetates. This bimetallic catalytic strategy streamlines the diversity-oriented synthesis (DOS) of α-quaternary 2-fluoroallylic azaaryl acetates with features of a broad scope and excellent functional group tolerance, which enables the efficient late-stage transformation of natural product-derived <i>gem</i>-F<sub>2</sub>CPs. The resulting α-quaternary azaaryl acetates could serve as a valuable platform to prepare other different fluoroallylic azaaryl scaffolds.
Authors
- Ri‐Yuan Tang (ORCID: https://orcid.org/0000-0002-5764-8858)
- Long Gu (ORCID: https://orcid.org/0000-0002-5576-031X)
- Zhaodong Li (ORCID: https://orcid.org/0009-0001-6234-6774)
- Lin Yang (ORCID: https://orcid.org/0000-0002-2767-0026)
- Mingyue Xue
- Xuexue Zhang (ORCID: https://orcid.org/0000-0003-1510-3638)
- H. HELEN LIN
- Binhong Tan
Institutions
- South China Agricultural University (CN)
- Lingnan Normal University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-07
- DOI
- https://doi.org/10.1021/acs.orglett.4c03477
- Citations
- 11
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 2.75
Funders
- National Key Research and Development Program of China
- Basic and Applied Basic Research Foundation of Guangdong Province