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Untersuchungen an Siebenring-Systemen, XII Versuche in der 2.3.4-Trimethoxy-7H-benzocyclohepten-Reihe: 2.3.4-Trimethoxy-6.7-dehydro-8.9-dihydro-7H-benzocyclohepten und 6-Brom-2.3.4-trimethoxy-8.9-dihydro-7H-benzocyclohepten-7-on2)

✍ Scribed by Tochtermann, Werner ;Schäfer, Dieter ;Pfaff, Diethelm

Publisher
Wiley (John Wiley & Sons)
Year
1973
Weight
570 KB
Volume
764
Category
Article
ISSN
0074-4617

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✦ Synopsis

Abstract

Die Bromwasserstoff‐Eliminierung mit Kalium‐tert.‐butanolat aus 6‐Brom‐2.3.4‐trimethoxy‐8.9‐dihydro‐7__H__‐benzocyclohepten (3b) führt zum Cycloallen 5, das mit 1.3‐Diphenyl‐benzo‐[c]furan (6) das Addukt 8 ergibt. In Abwesenheit von Abfängern dimerisiert 5; die Konstitution eines Dimeren 10 wurde geklärt. Die Oxidation in Allylstellung von 3b mit dem Chromtrioxid‐(Pyridin)~2~‐Komplex führt in 30 bis 40proz. Ausbeute direkt zu 6‐Brom‐2.3.4‐trimethoxy‐8.9‐dihydro‐7__H__‐benzocyclohepten‐7‐on (3c).

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