Palladium-catalyzed cascade cyclization-coupling reactions of 2-bromo-1,6-enynes with organoboronic acids
2-Bromo-1,6-enynes 5 with a palladium catalyst would form the alkenylpalladium intermediates via an intramolecular Heck reaction, which were cross-coupled with various organoboronic acids 8 to give the cyclization-coupling products 6 in synthetically valuable yields.
Synthesis of substituted α-tetralones and substituted 1-naphthols via regioselective ring expansion of 1-acyl-1-indanol skeleton
Substituted 1-acyl-1-indanols were prepared using the corresponding readily commercially available substituted indanones as starting materials. Treatment of each 1-acyl-1-indanol derivative with sodium methoxide in hot methanol furnished a regiospecific 2-hydroxy-α-tetralone derivative, which was an α-keto rearrangement product. Each substituted 2-hydroxy-α-tetralone then underwent dehydration to afford the corresponding 1-naphthol derivative.