Metacyclophanes and related compounds. 19. Reaction of 8-methoxy [2.2] metacyclophanes with iodine in benzene solution. A preparative route to pyrenes

M Tashiro, T Yamato, K Kobayashi…

Index: Tashiro, Masashi; Yamato, Takehiko; Kobayashi, Kazumasa; Arimura, Takashi Journal of Organic Chemistry, 1987 , vol. 52, # 15 p. 3196 - 3199

Full Text: HTML

Citation Number: 33

Abstract

When 8-methoxy [2.2] metacyclophanes are treated with iodine in boiling benzene, the corresponding tetrahydropyrenes (8) are obtained in good yield. The AlCl,-catalyzed trans- tert-butylation of 8 effected loss of the tert-butyl group to give loa-c, which were easily dehydrogenated with DDQ to afford the corresponding pyrene derivatives.

Related Articles:

A new synthetic route to 4-alkylpyrenes from 2, 7-di-tert-butyl-trans-10b, 10c-dimethyl-10b, 10c-dihydropyrenes

[Miyazawa, Akira; Yamato, Takehiko; Tashiro, Masashi Journal of Organic Chemistry, 1991 , vol. 56, # 3 p. 1334 - 1337]

A new synthetic route to 4-alkylpyrenes from 2, 7-di-tert-butyl-trans-10b, 10c-dimethyl-10b, 10c-dihydropyrenes

[Journal of Organic Chemistry, , vol. 56, # 3 p. 1334 - 1337]

Debromination of 8-bromo-2′-deoxyguanosine by methylene blue and visible light

[Venkatarangan, Lata; Yang, Dan-Hui; Epling, Gary A.; Basu, Ashis K. Tetrahedron Letters, 1999 , vol. 40, # 8 p. 1441 - 1444]

Fragmentation of Lignin Samples with Commercial Pd/C under Ambient Pressure of Hydrogen

[Modak, Atanu; Naveen, Togati; Maiti, Debabrata Chemical Communications, 2013 , vol. 49, # 3 p. 252 - 254]

A highly selective transannular route to trans-trans-1, 2, 3, 3a, 4, 5, 9, 10, 10a, 10b-decahydropyrenes from (2.2) metacyclophanes.

[Bulletin of the Chemical Society of Japan, , vol. 58, # 8 p. 2366 - 2369]

More Articles...