The reported methodologies for the synthesis of chromane derivatives through the reaction of salicylaldehyde and enolates are discussed. The enolates and their equivalents involved in the reactions discussed in this article were derived from ketones, nitroalkanes, malononitrile and α,β-unsaturated compounds.
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http://dx.doi.org/10.3762/bjoc.8.244 | DOI Listing |
Biometals
October 2024
Department of Chemistry, Guru Jambheshwar University of Science & Technology, Hisar, Haryana, 125001, India.
The diorganotin(IV) complexes (5-20) were synthesized in the present research from 4-fluorophenoxyacetic hydrazide and salicylaldehyde derivatives-based hydrazone ligands (1-4) to get an effective biological agent to combat microbial and oxidant deformities. Numerous spectral techniques such as (H, C, Sn) NMR, UV-Vis, IR, and mass spectrometry were executed to illuminate the composition of complexes. These techniques ascertained tridentate chelation of hydrazone ligands with tin metal through enolic, phenolic oxygens and imine nitrogen, revealing pentacoordinated geometry of the complexes.
View Article and Find Full Text PDFEur J Med Chem
December 2022
Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, C/ Profesor García González, 2, 41012, Sevilla, Spain.
The stereoselective addition of ethyl acetate enolate to the C═N bond of N-tert-butylsulfinylimines has been investigated in depth. A significant effect of the LHMDS amount and the N-sulfinylimine nature on the stereoselectivity of the process was observed. Conditions were found where sulfinylimines of differently substituted salicylaldehydes derivatives, ethyl acetate, and LHMDS afforded the corresponding addition products as a single diastereomer in good yields.
View Article and Find Full Text PDFChem Sci
March 2019
Department of Chemistry , Center for Molecular Innovation and Drug Discovery , Northwestern University, 2145 Sheridan Road , Evanston , Illinois 60208 , USA . Email:
A cooperative Lewis acid/photocatalytic reduction of salicylaldehyde-derived arylidene malonates provides access to a versatile, stabilized radical anion enolate. Using these unusual umpolung operators, we have developed a novel route to access densely functionalized carbo- and heterocycles through a radical annulation addition pathway.
View Article and Find Full Text PDFChemistry
December 2015
Departamento de Química Biológica y Biotecnología, Instituto de Productos Naturales y Agrobiología, Consejo Superior de Investigaciones Científicas, Avenida Astrofísico Francisco Sánchez 3, 38206 La Laguna, Tenerife (Spain).
Beilstein J Org Chem
February 2013
Department of Chemistry, University of Botswana, Private Bag 00704, Gaborone, Botswana.
The reported methodologies for the synthesis of chromane derivatives through the reaction of salicylaldehyde and enolates are discussed. The enolates and their equivalents involved in the reactions discussed in this article were derived from ketones, nitroalkanes, malononitrile and α,β-unsaturated compounds.
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