Abstract
Palladium hydrides are traditionally employed in hydrofunctionalization (i.e. monofunctionalization) of conjugated dienes and enynes, owning to its facile protic hydropalladation of electron-rich (or neutral) unsaturated bonds. Herein, we report a mild PdH-catalyzed difunctionalization of conjugated dienes and enynes. This protocol is enabled by the chemoselectivity switch of the initial hydropalladation step achieved by visible light enhancement of hydricity of PdH species. This method allows for cascade annulation of dienes and enynes with various easily available and abundant substrates, such as acrylic acids, acrylic amides, and Baylis–Hillman adducts, toward a wide range of alkenyl or alkynyl lactones, lactams, and tetrahydrofurans. This protocol also provides an easy access to complex spiro-fused tricyclic frameworks.
Original language | English (US) |
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Article number | e202311848 |
Journal | Angewandte Chemie - International Edition |
Volume | 62 |
Issue number | 47 |
DOIs | |
State | Published - Nov 20 2023 |
Externally published | Yes |
Keywords
- Difunctionalization
- Palladium Hydride
- Photoinduced
- Radicals
ASJC Scopus subject areas
- Catalysis
- General Chemistry