Description

• Title:
  3-Substituted Blatter Radicals: Cyclization of N-Arylguanidines and N-Arylamidines to Benzo[e][1,2,4]triazines and PhLi Addition
• Creator:
  Pomikło, Dominika;
  Bodzioch, Agnieszka;
  Kaszynski, Piotr
• Contributor:
  Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, 90-363 Łodź , Poland;
  Department of Chemistry, Middle Tennessee State University, Murfreesboro, Tennessee 37132, United States;
  Faculty of Chemistry, University of Lodz , 91-403 Łódź, Poland
• Description:
  A series of 3-amino- and 3-alkyl-substituted 1-phenyl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yls was prepared in four steps involving N-arylation, cyclization of N-arylguanidines and N-arylamidines, reduction of the resulting N-oxides to benzo[e][1,2,4]triazines, and subsequent addition of PhLi followed by aerial oxidation. The resulting seven C(3)-substituted benzo[e][1,2,4]triazin-4-yls were analyzed by spectroscopic and electrochemical methods augmented with density functional theory (DFT) methods. Electrochemical data were compared to DFT results and correlated with substituent parameters.;
  This work was supported by the Foundation for Polish Science Grant (TEAM/2016-3/24) and National Science Centre (2020/38/A/ST4/00597).
• Object availability:
  free access
• Rights:
  Uznanie autorstwa 4.0 Międzynarodowe;
  http://creativecommons.org/licenses/by/4.0
• Date:
  2024.03.27;
  2023.02.17
• Type:
  Article
• Language:
  English
• Format:
  application/pdf
• Publisher:
  American Chemical Society
• Relation:
  The Journal of Organic Chemistry;;
  88
• Identifier:
  J. Org. Chem. 2023, 88, 5, 2999–3011;
  http://hdl.handle.net/11089/51161 ;
  10.1021/acs.joc.2c02703
• Data provider:
  Repozytorium Uniwersytetu Łódzkiego
• Can I use it?:
  check license
• Type:
  image