Buyukadali, Nalan NuriyeSeven, SemihAslan, NezirYenidede, DuyguGumus, Aysegal2025-05-102025-05-1020150957-416610.1016/j.tetasy.2015.10.0012-s2.0-84945571854https://doi.org/10.1016/j.tetasy.2015.10.001https://hdl.handle.net/20.500.14720/15049Gumus, Aysegul/0000-0002-1613-7074The 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.eninfo:eu-repo/semantics/closedAccessArticle2621-22N/AN/A12851291WOS:000364610300009