New cyclic sulfur ylides, 8-thiaazulenes. Syntheses and thermal rearrangements of 8-alkyl-1,3-diphenyldibenzo[e,h]-8-thiaazulenes 1)

✍ Scribed by Mikio Hori; Tadashi Kataoka; Hiroshi Shimizu; Mitsuhito Okitsu

• Book ID: 104225586
• Publisher: Elsevier Science
• Year: 1980
• Tongue: French
• Weight: 220 KB
• Volume: 21
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)92885-5

✦ Synopsis

A new cyclic sulfur ylide, 1,3-diphenyl-8-methyldibenzo[e,h]-8-thiaazulene was synthesized. 8-Alkyl-1,3-diphenyldibenzo[e,h]-8-thiaazulenes were thermally rearranged to give l,Z-rearranged products and 1,4-rearranged products. In the course of our studies on thiaazulenylium salts, 2) we have reported cycloaddition reactions of thiaazulenecyclone. 3) We now wish to report on the synthesis and the rearrangement of new cyclic sulfur ylides, 8-alkyl-1,3-diphenyldibenzo[e,h]-B-thiaazulene derivatives (5 -$_), which were stabilized by the negatively charged cyclopentadienide moiety.