Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes
Tetsuya Satoh, Yasuhito Inai, Yoshinosuke Usuki
Abstract
Abstract The decarboxylative coupling of diversely substituted benzoic acids with internal alkynes proceeds smoothly in the presence of a [RhCl(cod)]2/1,2,3,4-tetraphenyl-1,3-cyclopentadiene catalyst system to selectively produce highly substituted naphthalene derivatives. The catalyst system is applicable to constructing anthracene and benzo[c]thiophene frameworks through reactions of naphthoic and thiophene-2-carboxylic acids, respectively.
Topics & Concepts
ChemistryCatalysisRhodiumNaphthaleneThiopheneAnthraceneCyclopentadieneOrganic chemistryBenzoic acidMedicinal chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions