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Facile One-Pot Synthesis of 1,2,3,4-Tetrahydroquinoline-3-carboxylic Acids and Their Heterocyclic Analogs
Authors:Sergey V Ryabukhin  Andrey S Plaskon  Dmitriy M Volochnyuk  Sergey E Pipko  Andrey A Tolmachev
Institution:1. Enamine Ltd. , Kyiv, Ukraine;2. National Taras Shevchenko University , Kyiv, Ukraine Ryabukhin@mail.enamine.net;4. National Taras Shevchenko University , Kyiv, Ukraine;5. Institute of Organic Chemistry, National Academy of Sciences of Ukraine , Kyiv, Ukraine;6. Enamine Ltd. , Kyiv, Ukraine;7. National Taras Shevchenko University , Kyiv, Ukraine
Abstract:A facile one-pot method for the synthesis of 1,2,3,4-tetrahydroquinoline-3-carboxylic acids and their heterocyclic analogs based on the tert-amino effect. A set of 1,2,3,4-tetrahydroquinoline-3-carboxylic acids was readily prepared starting from various ortho-dialkylaminoaldehydes and Meldrum's acid using Me3SiCl in dimethylformamide (DMF) solution.
Keywords:Chlorotrimethylsilane  Meldrum's acid  ortho-dialkylaminoaldehydes  1  2  3  4-tetrahydroquinoline-3-carboxylic acids  tert-amino effect
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