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‘Click Synthesis’ of Some Novel O‐Substituted Oximes Containing 1,2,3‐Triazole‐1,4‐diyl Residues as New Analogs of β‐Adrenoceptor Antagonists
Authors:Mohammad Navid Soltani Rad  Somayeh Behrouz  Fatemeh Karimitabar  Ali Khalafi‐Nezhad
Affiliation:1. Department of Chemistry, Shiraz University of Technology, Shiraz 71555‐313, Iran, (phone: +98‐711‐7261392;2. fax: +98‐711‐7354523);3. Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran
Abstract:The ‘click synthesis’ of some novel O‐substituted oximes, 7a – 7t , which contain 1,2,3‐triazolediyl residues, as new analogs of β‐adrenoceptor antagonists is described (Schemes 14). The synthesis of these compounds was achieved in four to five steps. The formation of oximes of 9H‐fluoren‐9‐one and benzophenone, i.e., 9a and 9b , respectively, followed by their reaction with propargyl bromide, afforded O‐propargyl oximes 10a and 10b , respectively, which by a subsequent CuI‐catalyzed Huisgen cycloaddition with prepared β‐azido alcohols 11a – 11j (Schemes 2 and 3), led to the target compounds 7a – 7t in good yields.
Keywords:  Click synthesis’    Huisgen cycloaddition  O‐Oxime ethers  β  ‐Adrenoceptor antagonist
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