Highly brominated anthracenes as precursors for the convenient synthesis of 2,9,10-trisubstituted anthracene derivatives
Özet
When 9,10-dibromoanthracene was treated with bromine in CCl4 without a catalyst, 1,2,3,4,9,10-hexabromo-1,2,3,4-tetrahydroanthracene (3) was obtained in 95% yield in the absence of other stereoisomers or rearomatization products. We investigated the base-induced elimination reaction of hexabromide 3 under various conditions. Pyridine-induced elimination of hexabromide 3 afforded 2,9,10-tribromoanthracene (12) in 75% yield, and tribromide 12 was transformed to trimethoxy compound 13 and trinitrile 14 by copper-assisted nucleophilic substitution reactions.
Anahtar kelimeler
Atıf için künye
Cakmak, O., Aydogan, L., Berkil, K., Gülçin, İ., & Buyukgungor, O. (2008). Highly brominated anthracenes as precursors for the convenient synthesis of 2,9,10-trisubstituted anthracene derivatives. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 4. https://doi.org/10.3762/bjoc.4.50
BibTeX
@article{cakmak2008-68110,
author = {Cakmak, Osman and Aydogan, Leyla and Berkil, Kiymet and Gülçin, İlhami and Buyukgungor, Orhan},
title = {Highly brominated anthracenes as precursors for the convenient synthesis of 2,9,10-trisubstituted anthracene derivatives},
journal = {BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY},
year = {2008},
volume = {4},
issn = {1860-5397},
doi = {10.3762/bjoc.4.50},
url = {https://akademik.atauni.edu.tr/yayinlar/68110-highly-brominated-anthracenes-as-precursors-for-the-convenient-synthesis-of-2910}
}