Download or read book Norbornene-mediated Palladium-catalyzed Synthesis of Fused Aromatic Carbocycles and Heterocycles /by Dino Alberico written by Dino Alberico and published by . This book was released on 2006 with total page 748 pages. Available in PDF, EPUB and Kindle. Book excerpt: Chapter 2 examines a sequence in which two alkyl-aryl bonds and one alkenyl/aryl bond are formed in one pot. The reaction conditions were optimized and the scope was examined. A variety of symmetrical and unsymmetrical tricyclic heterocycles were synthesized in good yields from a Heck acceptor and an aryl iodide containing two tethered alkyl bromides. This methodology was applied to the synthesis of a tricyclic mescaline analogue. We have developed a norbornene-mediated palladium-catalyzed tandem reaction for the preparation of fused aromatic carbocycles and heterocycles. Chapter 1 describes an alkylation/alkenylation sequence using aryl iodides and bromoenoates. The effect of substitution on the bromoenoate was evaluated. A wide variety of carbon-, oxygen-, and nitrogen-containing functional groups are tolerated allowing for rapid access to highly functionalized aromatic carbocycles. Chapter 3 describes an alkylation/C-H functionalization sequence. In this highly efficient approach, an alkyl-aryl bond and an aryl-heteroaryl bond are created from two C-H bonds in a one-pot process. A wide range of functionalized annulated indoles were synthesized in a convergent manner in high yields.