Highly brominated anthracenes as precursors for the convenient synthesis of 2 9 10 trisubstituted anthracene derivatives    
Yazarlar (5)
Osman Cakmak
Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Dr. Öğr. Üyesi Leyla AYDOĞAN Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Kiymet Berkil
Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Ilhami Gulcin
Atatürk Üniversitesi, Türkiye
Orhan Buyukgungor
Ondokuz Mayis Üniversitesi, Türkiye
Makale Türü Açık Erişim Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı Beilstein Journal of Organic Chemistry
Dergi ISSN 1860-5397 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SSCI
Dergi Grubu Q4
Makale Dili İngilizce
Basım Tarihi 12-2008
Cilt No 4
Sayı 1
Sayfalar 50 / 0
DOI Numarası 10.3762/bjoc.4.50
Makale Linki http://www.ncbi.nlm.nih.gov/pubmed/19190741
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. © 2008 Cakmak et al; licensee Beilstein-Institut.
Anahtar Kelimeler
Anthracene derivative | Bromination | Bromoanthracene | Cyanoanthracene | Methoxyanthracene