Synthesis of 6-substituted 5,6,7,12-tetrahydrodibenzo[a,d]cyclooctenes

Autor: Roger N. Renaud, John W. Bovenkamp
Rok vydání: 1977
Předmět:
Zdroj: Canadian Journal of Chemistry. 55:650-655
ISSN: 1480-3291
0008-4042
DOI: 10.1139/v77-093
Popis: The eight-membered ring 6,6-dicyano-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene was prepared from 2,2′-bis(bromomethyl)diphenylmethane and sodiomalononitrile. From this dicyano derivative a series of mono- and disubstituted cyclooctenes was synthesized.The corresponding 5,7,12-trihydro-6H-dibenzo[a,d]cycloocten-6-one was obtained by the ring enlargement of 5,10-dihydro-11H-dibenzo[a,d]cyclohepten-11-one with diazomethane. The parent compound and its dideuterio derivative were prepared from the eight-membered ring ketone. A Wittig reaction on the ketone gave the methylene derivative.
Databáze: OpenAIRE