The chemical study of pseudoaromatic compounds. II : Novel formation of 8,8-dicyanoheptafulvene from the reaction of tropothione with tetracyanoethylene

✍ Scribed by Takahisa Machiguchi; Kentaro Okuma; Masamatsu Hoshino; Yoshio Kitahara

• Publisher: Elsevier Science
• Year: 1973
• Tongue: French
• Weight: 109 KB
• Volume: 14
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)96106-4

✦ Synopsis

In our previous paper, 1) we reported that the cycloaddition reaction of tropothione (cycloheptatrienethione) (I) with some dienophrles gave a 1,8-cycle. adduct or its unusual rearrangement product by the rare [a8s+r2s] type of reaction, in contrast with tropones, as well known, formed normally 1,4-cycloadduct with dienophiles by the [,r4s+r2s] type of reac_ion 2)

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We wish to report, d fferent from the previous findings, that the reaction of (I) with tetracyano-