Dienes as Versatile Substrates for Transition Metal-Catalyzed Reactions.

Dienes have been of great interest to synthetic chemists as valuable substrates due to their abundance and ease of synthesis. Their unique stereoelectronic properties enable broad reactivity with a wide range of transition metals to construct molecular complexity facilitating synthesis of biologically active compounds. In addition, structural diene variation can result in substrate-controlled reactions, providing valuable mechanistic insights into reactivity and selectivity patterns.

Convergent Synthesis of Dihydrobenzofurans via Urea Ligand-Enabled Heteroannulation of 2-Bromophenols with 1,3-Dienes.

We disclose a palladium and urea ligand-mediated heteroannulation of 2-bromophenols and 1,3-dienes. This method addresses synthetic challenges present in the palladium-catalyzed heteroannulation of bifunctional reagents and olefins by engaging a diverse scope of coupling partners under a unified set of reaction conditions. Our recently developed urea ligand platform outperforms phosphine ligands to generate the dihydrobenzofuran motif in a convergent manner.