Demir, Ayhan S.Tural, Servet2024-04-242024-04-2420070040-4020https://doi.org/10.1016/j.tet.2007.02.097https://hdl.handle.net/11468/16086A one-step synthesis of 5-alkoxypyrrole-3-phosphonates is presented starting from suitable alpha-cyanomethyl-beta-ketophosphonates. The key step in the synthesis involves a one-pot addition and heteroannulation sequence. The zinc perchlorate-catalyzed addition of alcohols to the nitrile carbon of alpha-cyanomethyl- beta-ketophosphonates followed by annulation furnished 5-alkoxypyrrole-3-phosphonates. The addition-annulation process is carried out in the presence of water and 4,5-dihydro-5-oxo-1H-pyrrole-3-phosphonates (pyrrolinones) are obtained in good yields. (C) 2007 Elsevier Ltd. All rights reserved.eninfo:eu-repo/semantics/closedAccessPyrrolesHeteroannulationGaba AnalogsBeta-KetophosphonatesPyrrolinonesSelective one-pot synthesis of substituted pyrrole-3-phosphonates from ?-cyanomethyl-?-ketoestersSelective one-pot synthesis of substituted pyrrole-3-phosphonates from ?-cyanomethyl-?-ketoestersArticle631941564161WOS:0002482029000272-s2.0-3404709483210.1016/j.tet.2007.02.097Q3Q1