𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Diénamines hétérocycliques. III. Réexamen de la réaction de la base de Fischer avec le tétracyanoéthylène

✍ Scribed by Christian Hubschwerlen; Jean-Pierre Fleury; Hans Fritz

Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
601 KB
Volume
60
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Heterocyclic dienamines III. A re‐examination of the reaction of Fischer's base on tetracyanoethylene

Depending on the order of addition, Fischer's base 5 (1,3,3‐trimethyl‐2‐methylidene‐indoline) reacts 1:1 with tetracyanoethylene to give either the tricyanovinylation product 6 or the spiro compound 7. A skeletal rearrangement of a zwitterionic intermediate can explain the formation of the spiro compound. The latter undergoes a thermal isomerization yielding by ring expansion the tetrahydroquinoléine 8. On reaction with LiAlH~4~ or CH~3~ONa 7 and 8 lead both to triazatetracycles. All structures are assigned on the basis of spectral data.

📜 SIMILAR VOLUMES

Réaction d'énamines dérivées de la cyclo
Réaction d'énamines dérivées de la cyclohexanone avec le tétracyanoéthylène
✍ Christian Hubschwerlen; Jean-Pierre Fleury; Hans Fritz 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 455 KB

**Reaction with Tetracyanoethylene of Enamines derived from Cyclohexanone** At room temperature enamines of cyclohexanone react with tetracyanoethylene (TCNE) to give substituted tetrahydroindenes **5**. The structures are assigned on the basis of ^13^C‐NMR. data and confirmed by hydrolysis. Spectr

Télomérisation du chlorure de vinylidène
Télomérisation du chlorure de vinylidène, 1. Réaction avec le tétrachlorure de carbone par catalyse rédox
✍ Belbachir, Mohamed ;Boutevin, Bernard ;Piétrasanta, Yves ;Rigal, Gérard 📂 Article 📅 1984 🏛 Wiley (John Wiley & Sons) ⚖ 582 KB

The redox telomerization of vinylidene chloride with carbon tetrachloride catalyzed by iron or copper salts was thoroughly studied. The DP,, of the telomers obtained vary from 1 to 100, roughly. The concentration of the reactants and the nature of the solvents exert some effect on the molecular weig