Employment of a C(sp3)-based nucleophile for photoinduced palladium-catalysed cross-coupling
Beom Ho Kim1, Byeongdo Roh1, Dong Jun Kim1
1Department of Chemistry, Seoul National University Seoul 08826 Republic of Korea hgleee@snu.ac.kr.
Abstract:
The development of efficient methods for C(sp3)-C(sp3) 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(sp3)-C(sp3) cross-coupling via photoinduced palladium catalysis, employing cyclopropanols as masked C(sp3)-nucleophiles. Leveraging the unique reactivity of photoexcited palladium, this protocol enables radical-mediated C(sp3)-C(sp3) 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 sp3-hybridized carbon units, providing streamlined access to structurally complex C(sp3)-rich frameworks that are crucial for medicinal chemistry.
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