Synthesis of Condensed Heteroaromatic Compounds Using Palladium-Catalyzed Reaction

The authors summarize the palladium-catalyzed syn- thesis of the key intermediates to condensed heteroaromatic rings such as indole, quinollne, isoquinoline, and their aza- analogs and also describe the palladium-catalyzed cyclization to condensed heteroaromatics.CONTENTS 1. Introduction 2. Synthesis of Pyrrole-Condensed Heteroaromatics 2.1 Indoles from 2-Halonitrobenzenes 2.2 Indoles from Ethyl N-(2-Bromopheny1)carbamates 2.3 ~ndoles from g-(2-~alophenyllmethanesulfonamides 2.4 Pyrrolopyridines 2.5 Pyrrolopyrimidines 3. Synthesls of Furan-and Thiophene-Condensed Heteroaromatics 3.1 Furan-Condensed Heteroaromatics 3.2 Thiophene-Condensed Heteroaromatics 4. Synthesis of Quinoline-Type Pyridine-Condensed Heteroaromatics 4.1 Quinolines 4.2 Carbostyril-Type Naphthyridinones and Related Heteroaromatice 5. Synthesis of Isoquinoline-Type Pyr~dine-Condensed Heteroaromatics 5.1 Isoquinolines and Their !-Oxides 5.2 Naphthyridines and Their N-Oxides 5.3 Isocarbostyril-Type Naphthyridinones and Related Heteroaromatics 6. Synthesis of Pyrone-Condensed Heteroaromatlcs 6.1 Coumarins and Chromones 6.2 Isocoumarins and Pyranopyridinones 7. Synthesis of Condensed Heteroaromatics by Palladium-Catalyzed Cyclizatlon 7.1 Indoles 7.2 ~enzotblfurans 7.3 Quinollnes and Isoquinolines