- Synthesis of racemic 1,2,3,4-tetrahydroisoquinolines and their resolution
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1-Aniline-substituted 3,4-dihydroisoquinolines were obtained in various ways using the Bischler-Napieralski reaction. The effect of the protecting group at the aniline nitrogen atom on the course of the reaction has been studied and it was found that the N-phthalyl group was stable under the cyclization conditions. The dihydroisoquinolines were reduced to the racemic 1,2,3,4-tetrahydroisoquinolines which were resolved by crystallization of the diastereomeric tartrates. Two examples of 1,2,3, 4-tetrahydroisoquinolines were obtained in optically pure form (>99% ee).
- Suna,Trapencieris
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p. 287 - 300
(2007/10/03)
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- A convenient new method for the bromination of deactivated aromatic compounds
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Treatment of deactivated aromatic compounds with N-bromosuccinimide in trifluoroacetic acid solvent in the presence of sulfuric acid gave the corresponding monobromoaromatic compounds in good to excellent yields.
- Duan, Jianxin,Zhang, Lian Hao,Dolbier Jr., William R.
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p. 1245 - 1246
(2007/10/03)
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- REACTIONS OF ORGANIC COMPOUNDS WITH SF4-HF-HALOGENATING AGENT SYSTEMS VI. REACTIONS OF BENZENE AND ITS DERIVATIVES WITH SF4-HF-Cl2(Br2)
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In the reactions of benzene-carboxylic and -dicarboxylic acids with SF4-HF-Cl2(Br2), apart from the conversion of carboxyls into trifluoromethyl groups, there occurs the halogenation of the benzene ring with the formation of the corresponding chloro- and bromo-containing (trifluoromethyl)- and bis(trifluoromethyl)-benzenes.
- Kunshenko, B. V.,Omarov, V. O.,Muratov, N. N.,Mikhailevskii, S. M.,Yagupol'skii, L. M.
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p. 108 - 112
(2007/10/02)
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- M-Bromo-benzotrifluorides
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A process for preparing an m-bromo-benzotrifluoride by brominating an unsubstituted, halo or alkyl substituted benzotrichloride in the presence of a catalyst and thereafter fluorinating the brominated product at elevated temperature and pressure. Also disclosed are new m-bromo-benzotrifluorides including 4-fluoro-3-bromo-benzotrifluoride and 4-methyl-3-bromobenzotrifluoride.
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