Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives

Menzek, Abdullah; ŞENGÜL, M.Emin; BALCI, Metin

Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives

M.Emin ŞENGÜL, (Atatürk Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Erzurum, Türkiye)

Abdullah MENZEK, (Atatürk Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Erzurum, Türkiye)

Metin BALCI (Orta Doğu Teknik Üniversitesi, Fen Edebiyat Fakültesi, Kimya Bölümü, Ankara, Türkiye)

Turkish Journal of Chemistry

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Yıl: 2006 Cilt: 30 Sayı: 2 Sayfa Aralığı: 131 - 138 Metin Dili: İngilizce İndeks Tarihi: 29-07-2022

Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives

Öz:

1,4-Dihydroxy-7,8-dihydro-5H-benzo[a]cycloheptene-5,9(6H)- dione (7) was synthesised from hydroquinone and glutaric acid chloride via an acylation reaction. The reaction of dione (7) with bromine followed by treatment with $NEt_3$ gave homonaphthazarin 8 as well as the brominated derivatives 9 and 10. Reduction of 1,4-dimethoxy-7,8-dihydro-5H-benzo[a]cycloheptene-5,9(6H)-dione (16) with $LiAlH_4$ gave 2 isomeric alcohols, 17 and 18. Reaction of these alcohols with $SOCl_2$ followed by HCl elimination with $NEt_3$ afforded dimethoxybenzocycloheptatriene 19 as the sole product. For the synthesis of the isomeric cycloheptatriene 20, the double bond in 19 was isomerised with KOt-Bu.

Anahtar Kelime:

Konular: Mühendislik, Kimya

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	ŞENGÜL M, Menzek A, BALCI M (2006). Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. , 131 - 138.
Chicago	ŞENGÜL M.Emin,Menzek Abdullah,BALCI Metin Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. (2006): 131 - 138.
MLA	ŞENGÜL M.Emin,Menzek Abdullah,BALCI Metin Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. , 2006, ss.131 - 138.
AMA	ŞENGÜL M,Menzek A,BALCI M Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. . 2006; 131 - 138.
Vancouver	ŞENGÜL M,Menzek A,BALCI M Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. . 2006; 131 - 138.
IEEE	ŞENGÜL M,Menzek A,BALCI M "Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives." , ss.131 - 138, 2006.
ISNAD	ŞENGÜL, M.Emin vd. "Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives". (2006), 131-138.

APA	ŞENGÜL M, Menzek A, BALCI M (2006). Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. Turkish Journal of Chemistry, 30(2), 131 - 138.
Chicago	ŞENGÜL M.Emin,Menzek Abdullah,BALCI Metin Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. Turkish Journal of Chemistry 30, no.2 (2006): 131 - 138.
MLA	ŞENGÜL M.Emin,Menzek Abdullah,BALCI Metin Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. Turkish Journal of Chemistry, vol.30, no.2, 2006, ss.131 - 138.
AMA	ŞENGÜL M,Menzek A,BALCI M Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. Turkish Journal of Chemistry. 2006; 30(2): 131 - 138.
Vancouver	ŞENGÜL M,Menzek A,BALCI M Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives. Turkish Journal of Chemistry. 2006; 30(2): 131 - 138.
IEEE	ŞENGÜL M,Menzek A,BALCI M "Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives." Turkish Journal of Chemistry, 30, ss.131 - 138, 2006.
ISNAD	ŞENGÜL, M.Emin vd. "Construction of a homonaphthazarin skeleton and synthesis of hydroquinone-annelated cycloheptatriene derivatives". Turkish Journal of Chemistry 30/2 (2006), 131-138.