1,4-Cycloaddition of p-Benzoquinone; 1,4-Naphthoquinone and N-Phenylmaleimide to 9-Vinylidenexanthene (or Thioxanthene) Derivatives

Autor: Nashed Ishak Samaan, Nadia Fouad Abdul-Malik, Alfy Badie Sakla, Sami Bassili Awad
Rok vydání: 1981
Předmět:
Zdroj: Zeitschrift für Naturforschung B. 36:362-365
ISSN: 1865-7117
0932-0776
DOI: 10.1515/znb-1981-0316
Popis: 13-Substituted naphthene(K 1)xanthene(or thioxanthene)-1,4-dione (4a, b) have been obtained by thermal cycloaddition of p-benzoquinone (2) to 9-vinylidenexanthene(or thioxanthene) derivatives (1 a, b). Reductive acetylation of 4 gives the diacetoxy deriv­atives. Compound 4 acting as dienophile, react with 1 or with 1,1-di(p-methoxyphenyl) ethylene (6) to give diadducts. 1,4-Naphthoquinone (10) reacts similarly with 1 to give 14-substituted anthracene(K 1)xanthene(or thioxanthene) 5,15-diones (11a, b). Com­pounds 1 a, b also react with N-phenylmaleimide (12) to give the diadducts (3a, 3b, 4, 6a, 12, 12a) hexahydro-12-phenyl-N-phenylphthalimido(K 1)xanthene (or thioxanthene) 4-6a-N-phenylpyrrolidine-r,3'-diones (13) or aromatized monoadducts 12-substituted-N- phenylphthalimide (K1) -xanthene (15 a, b).
Databáze: OpenAIRE