Trialkylsilyl substituent effect on ring expansion of chloroalkyl dithioketals. An easy method for the preparation of 2-trialkylsilyl-1,5-dithiacyclooct-2-enes

✍ Scribed by F Huguenot; J.-P Bouillon; C Portella

• Book ID: 104231689
• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 68 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01641-0

✦ Synopsis

Silylated 2-and 3-chloroalkyl dithioketals were prepared from corresponding 2-lithio dithioketals with 1,2-and 1,3-dihaloalkanes. The functionalized 1,3-dithianes underwent an easy ring expansion reaction into 1,5-dithiacyclooct-2-enes in the presence of basic alumina in refluxing petroleum ether.