Employment of a C(sp<sup>3</sup>)-based nucleophile for photoinduced palladium-catalysed cross-coupling
The development of efficient methods for C(sp<sup>3</sup>)-C(sp<sup>3</sup>) bond formation remains a longstanding challenge in synthetic chemistry, especially in palladium catalysis employing sterically bulky electrophiles. In this study, we present a novel approach for achieving C(sp<sup>3</sup>)-C(sp<sup>3</sup>) cross-coupling <i>via</i> photoinduced palladium catalysis, employing cyclopropanols as masked C(sp<sup>3</sup>)-nucleophiles. Leveraging the unique reactivity of photoexcited palladium, this protocol enables radical-mediated C(sp<sup>3</sup>)-C(sp<sup>3</sup>) coupling across a broad range of substrates including sterically hindered and functionally diverse alkyl halides under mild conditions. This method significantly expands the extent of palladium-catalysed cross-coupling for bond construction between sp<sup>3</sup>-hybridized carbon units, providing streamlined access to structurally complex C(sp<sup>3</sup>)-rich frameworks that are crucial for medicinal chemistry.
Authors
- D. KIM
- Byeongdo Roh (ORCID: https://orcid.org/0000-0003-0822-0043)
- Bo-Sang Kim (ORCID: https://orcid.org/0009-0006-0790-3001)
- Hong Geun Lee (ORCID: https://orcid.org/0000-0002-9982-4733)
Institutions
- Seoul National University (KR)
Publication Details
- Journal
- Chemical Science
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5sc02325d
- Citations
- 3
- Primary Topic
- Catalytic Cross-Coupling Reactions
- Type
- article
- Field-Weighted Citation Impact
- 2.81
Funders
- National Research Foundation
- National Research Foundation of Korea
- Ministry of Science and ICT, South Korea