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Browsing by Author "Gumus, Aysegal"

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    Chemoenzymatic Synthesis of Novel 1,4-Disubstituted 1,2,3-Triazole Derivatives From 2-Heteroaryl Substituted Homopropargyl Alcohols
    (Pergamon-elsevier Science Ltd, 2015) Buyukadali, Nalan Nuriye; Seven, Semih; Aslan, Nezir; Yenidede, Duygu; Gumus, Aysegal
    The one-pot synthesis of novel 1,4-disubstituted 1,2,3-triazoles from homopropargyl alcohol backbones is described. The key intermediates 2-benzothiophenyl la and 2-benzofuranyl lb substituted homopropargyl alcohols were synthesized starting from their corresponding carboxyaldehyde derivatives. The racemic heteroaryl-substituted homopropargyl alcohol derivatives are successfully resolved to give the corresponding enantiopure acetates and the alcohols with 84-99% ee by applying chemoenzymatic methods using various lipases. Enantiomerically enriched homopropargyl alcohol derivatives were reacted with various aromatic and aliphatic halides and sodium azide via a one-pot synthesis method and novel chiral benzothiophenyltriazoles 3a-9a and benzofuranyltriazoles 3b-9b were constructed without the isolation of potentially unstable organic azide intermediates. (C) 2015 Elsevier Ltd. All rights reserved.