Cyclization of benzyne-tethered alkyllithiums: preparation of 3-substituted benzocyclobutenes and 5-substituted tetralins

✍ Scribed by William F. Bailey; Sarah C. Longstaff

• Book ID: 104262216
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 151 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)01434-3

✦ Synopsis

A five-step, one-pot preparation of isomerically pure 3-substituted benzocyclobutenes or 5-substituted tetralins in 20-40% yield from the appropriate ot-(2-fluorophenyl)-m-iodoalkane, involving generation and subsequent 4or 6-exo cyclization of a benzyne-tethered alkyllithium, is described.