Intramolecular tandem seleno-Michael/aldol reaction followed by an oxidation-elimination process can be an efficient tool for the construction of hydroxy cyclo-1-ene-1-carboxylate esters from oxo-α,β-unsaturated esters. Generation of lithium selenolate from elemental selenium and n-BuLi provides a simple and efficient one-pot access to cyclic endo-Morita-Baylis-Hillman adducts.
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http://dx.doi.org/10.1021/acs.joc.8b01853 | DOI Listing |
Molecules
December 2024
State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry & Chemical Engineering and Center of Materials Analysis, Nanjing University, 163 Xianlin Avenue, Nanjing 210023, China.
G-quadruplex (G4), an important secondary structure of nucleic acids, is polymorphic in structure. G4 monomers can associate with each other to form multimers, which show better application performance than monomers in some aspects. G4 dimers, the simplest and most widespread multimeric structures, are often used as a representative for studying multimers.
View Article and Find Full Text PDFMethods Protoc
December 2024
Univ Brest, CEMCA, CNRS, UMR 6521, 29238 Brest, France.
Cyclic peptides have higher stability and better properties as therapeutic agents than their linear peptide analogues. Consequently, intramolecular click chemistry is becoming an increasingly popular method for the synthesis of cyclic peptides from their isomeric linear peptides. However, assessing the purity of these cyclic peptides by mass spectrometry is a significant challenge, as the linear and cyclic peptides have identical masses.
View Article and Find Full Text PDFJ Org Chem
January 2025
Institute of BioPharmaceutical Sciences, National Sun Yat-sen University, No. 70, Lien-hai Road, Kaohsiung 804201, Taiwan.
This paper presents a copper(I)-catalyzed intramolecular tandem acylation/-arylation of methyl 2-[2-(2-bromophenyl)acetamido]benzoates for the synthesis of benzofuro[3,2-]quinolin-6(5)-ones under mild conditions. The combination of CuI, 1,10-phenanthroline, and KCO in DMSO was found to be the optimal reaction condition, producing the target products in high yields (84-99%) at 70 °C for 16 h. The tandem reaction was applicable to substrates bearing halo, electron-withdrawing, and electron-donating groups at their phenyl moieties with a broad substrate scope.
View Article and Find Full Text PDFChem Pharm Bull (Tokyo)
December 2024
Faculty of Pharmaceutical Sciences, Doshisha Women's College of Liberal Arts.
A total synthesis of javaberine A was achieved through a lithium amide-mediated intramolecular hydroamination of an N-allyl aminoalkene. The desired hydroamination was accomplished using an excess of i-PrNH with a substoichiometric amount of n-BuLi. Using an excess of both n-BuLi and i-PrNH led to tandem cyclization, however, resulting in the construction of a tricyclic structure through the formation of one C-N and two C-C bonds in a single operation.
View Article and Find Full Text PDFPsychiatry Clin Neurosci
November 2024
Department of Psychiatry, Nagoya University Graduate School of Medicine, Nagoya, Japan.
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