Abstract
In this thesis, Palladium-catalyzed C-H bond functionalization reactions and their application in organic synthesis are discussed in detail. For convenience and better clarity, the thesis is divided into five chapters. The first chapter deals with the synthesis of fluorenone derivatives, the second chapter depicts the synthesis of diarylmethylidenefluorenes and phenanthrenes, the third chapter developed the preparation of fluorenones, fourth chapter described synthesis of indenone derivatives and fifth chapter explain the arylation of unactivated sp3 and sp2 C H bonds with aryl halides. The synthesis of fluorenones from aromatic aldoxime ethers and aryl halides via palladium catalyzed dual C H activation and Heck cyclization are investigated in chapter 1. The reaction of benzaldehyde oxime ethers and aryl halides in presence of palladium-catalyst to gave fluorenones in good yield. This reaction proceeds in one pot. The proposed mechanism is strongly supported by the isolation of an anionic palladacycle and an intermediate organic compound. In the second chapter a useful and efficient method for the construction of diarylmethylidenefluorenes and phenanthrenes is described. The reaction of acetophenone oxime ethers with electron donating arly halides in the presence of palladium catalyst to gave phenanthrene derivatives in good yield. Similarly, acetophenone oxime ethers with electron withdrawing arly halides to gave diarylmethylidenefluorene derivatives in moderate to good yield. Palladium-catalyzed multiple C-H functionalization to the synthesis of fluorenones from aryl aldoxime ethers with arenes by palladium complex has been described in chapter 3. The reaction of benzaldehyde oxime ethers with simple arenes by palladium complex afforded fluorenones in good to excellent yield. In the fourth chapter indenone synthesis from benzophenone oxime ethers with alkene is desicribed. In this reaction there are two tandem steps namely C-H bond olefination and cyclization. Palladium catalyzed selective arylation of unactivated sp3 and sp2 C H bond with aryl halides has been described in chapter 5.