Regioselektive Synthesen von 3,3′‐Bijuglon, Mamegakinon, Dianellinon, cyclo‐Trijuglon, Xylospyrin und Trianellinon durch Phenol/Chinon‐Addition

Durch regioselektive Phenol/Chinon-Addition werden aus Juglon (1a), 7-Methyljuglon (1b) und Stypandron (1c) in Pyridin die Dimeren 3,3′-Bijuglon (5a), Mamegakinon (5c), Dianellinon (5e) und in Eisessig die cyclo-Trimeren cyclo-Trijuglon (12a), Xylospyrin (12d) und Trianellinon (12g) synthetisiert. Regioselective Syntheses of 3,3′-Bijuglone, Mamegakinone, Dianellinone, cyclo-Trijuglone, Xylospyrin and Trianellinone by Phenol-Quinone Addition Regioselective phenol-quinone addition of juglone (1a), 7-methyljuglone (1b), and stypandrone (1c) in pyridine yields the dimers 3,3-bijuglone (5a), mamegakinone (5c), and dianellinone (5e). In acetic acid mainly the cyclo trimers cyclo-trijuglone (12a), xylospyrin (12d), and trianellinone (12g) are obtained