Heterocyclic synthesis via thallation and subsequent palladium-promoted olefination

✍ Scribed by R.C. Larock; C.-L. Liu; H.H. Lau; S. Varaprath

• Book ID: 104233832
• Publisher: Elsevier Science
• Year: 1984
• Tongue: French
• Weight: 164 KB
• Volume: 25
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)81466-0

✦ Synopsis

The thallation and subsequent palladium-promoted olefination of e-tOlylaCetiC acid, N-methylbenzamide, benzamide and acetanilide provides a novel new route to a variety of important oxygen and nitrogen heterocycles. We recently reported that the thallation and subsequent palladium-promoted olefination of benzoic acid provides a highly convenient new route to a variety of isocoumarins and 3,4-dihydroisocoumarins (Scheme I).' At this time we wish to report that the thallation-Scheme I Li2PdC14 T HPC=CHR C02H C02H Tl(02CCF3)2 CH=CH2