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    2,5-Dibromoindan-1-ol
    (2012) Çelik, İsmail; Akkurt, Mehmet; Yılmaz, Makbule; Tutar, Ahmet; Erenler, Ramazan; Granda, Santiago García
    In the title compound, C9H8Br2O, the cyclo-pentene ring adopts an envelope conformation with the brominated C atom as the flap. In the crystal, molecules are linked by strong O - H?O hydrogen bonds into zigzag C(4) chains along [010]. In addition, a C - H?? inter-action involving the benzene ring and the H atom attached to the hydroxy-lated C atom is observed.
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    Convenient synthesis of disubstituted tacrine derivatives via electrophilic and copper induced reactions
    (Pergamon-Elsevier Science Ltd, 2016) Ekiz, Makbule; Tutar, Ahmet; Ökten, Salih
    The bromination of 2-aminobenzonitrile (2) with molecular bromine (2 equiv) furnished 2-amino-3,5-dibromobenzonitrile (7) in 98% yield. One-pot syntheses are described for dibromotacrine derivatives (6,14-18) utilizing Friedlander reactions. A convenient route is described for disubstituted derivatives of tacrines from dibromotacrine 6 and 15 by various substitution reactions. Several disubstituted tacrines were synthesized by treatment of dibromo 6 and 15 derivatives with n-BuLi followed by trapping with an electrophile [Si(Me)(3)Cl, S-2(Me)(2)]. Both were converted to the corresponding cyano derivatives (21-23) via copper-assisted nucleophilic substitution reactions in moderate yields (30%, 50%, and 60%, respectively). Copper-induced nucleophilic substitution of dibromide 15 with NaOMe afforded mono methoxide 31 in 25% yield. (C) 2016 Elsevier Ltd. All rights reserved.
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    Preparation and photochromic properties of 2,3-bisarylbenz[f]indenones
    (Elsevier Science Sa, 2013) Köse, Mahmut; Orhan, Ersin; Suzuki, Kazushi; Tutar, Ahmet; Ünlü, Cihansel Sancak; Yokoyama, Yasushi
    From 2,3-dibromobenz[f]indenone, four compound: 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)benz [f]indenone 10, 2,3-bis(3,5-dimethyl-4-isoxazolyl)benz[f]indenone 20, 3-(3,5-dimethyl-4-isoxazolyl)-2-(5-methyl-2-phenyl-4-thiazolyl)benz[f]indenone 30 and 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)benz[f]indenol 40 were prepared, and their photochromic properties were investigated. Among them, photochrome 10 (weak photochromic) and its bisthiazolylbenz[f]indenol derivative 40 displayed photochromism. During ring closure photoreaction, photochrome 40 showed high conversion ratio (98.4%) with low diastereomeric excess (38%). (C) 2013 Elsevier B.V. All rights reserved.
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    Synthesis of bromoaminoindane and bromoaminoindanone derivatives
    (Science Reviews 2000 Ltd, 2013) Yılmaz, Makbule; Tutar, Ahmet; Erenler, Ramazan
    The bromination reactions of 5-aminoindane, 5-acetamidoindane, and 5-acetamidoindan-1-one were investigated using NBS, molecular bromine and photobromination, and the optimum reaction conditions were presented. The reaction of 5-aminoindane with glacial acetic acid at reflux temperature resulted in the formation of 5-acetamidoindane in high yield. 5-Acetamidoindan-1-one was generated by the reaction of 5-acetamidoindane with CrO3 in acetic acid. Selective bromination at C-6 position of 5-acetamidoindane was achieved by treatment of title compound with bromine in acetic acid and thus afforded 5-acetamido-6-bromoindane. Further bromination reactions of bromoindanones were achieved in various reaction conditions.