Heterocyclische β-Enaminoester, 44. 2,3,3a,7a-Tetrahydrobenzofurane, -benzo[b]thiophen und 2,3,3a,7a-Tetrahydroindol durch Cycloaddition mit Cyanacetylen
✍ Scribed by Wamhoff, Heinrich ;Faßbender, Franz-Josef ;Hermes, Dieter ;Knoch, Falk ;Appel, Rolf
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1986
- Tongue
- English
- Weight
- 351 KB
- Volume
- 119
- Category
- Article
- ISSN
- 0009-2940
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✦ Synopsis
Eingegangen am 18. Marz 1986 Die (4,5-Dihydro-2-furyl-(1 ac), -2-pyrrolinyl-(1 d) und -2-thienylimino (1 e))triphenylphosphorane und das Furan-P-enaminonitril 1 f ergeben mit zwei Molekiilen Cyanacetylen die 2,3,3a,7a-Tetrahydrobenzofurane 2a -c, f, das 2,3,3a,7a-Tetrahydroindol 2d sowie das Benzo[b]thiophen 2e. Die Konstitution von 2b wird durch Rontgenstrukturanalyse ermittelt. Heterocyclic fi-Enamino Esters, 44 2,3,3a,7a-Tetrahydrobenzofurans, -benzo[l]thiophene, and 2,3,3a,7a-Tetrahydroindole by Cycloaddition with Cyanoacetylene With two molecules cyanoacetylene the (4,5-dihydro-2-furyl-(1 a -c), -2-pyrrolinyl-(1 d), and -2-thienylimino (1 e))triphenylphosphoranes and the furan p-enaminonitrile 1 f afford the 2,3,3a,7a-tetrahydrobenzofurans 2a -c, f, the 2,3,3a,7a-tetrahydroindole 2d, and the benzo[b]thiophene Ze, respectively. The structure of 2 b is established by X-ray diffraction.
📜 SIMILAR VOLUMES
The yields indicated were determined by GC analysis and, therefore, reflect ratios of products only. 'H-NMR from 1 :1 mixture of 10 and 9. Configuration at C(5) unknown. 'H-NMR from 3:l mixture of 14 and 13. Configuration at C(2) unknown