Reversible conformational switching of a photo-responsive ortho-azobenzene/2,6-pyridyldicarboxamide heterofoldamer

Org. Biomol. Chem., 2023, 21,7717-7723
DOI: 10.1039/D3OB01137B, Paper
Open Access Open Access
Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Sarah J. Pike, Richard Telford, Louise Male
A versatile and short synthetic route to access a photo-responsive foldamer has been established. The robustness of the reversible conformational switching of the foldamer has been determined using UV/Vis, 1H NMR and circular dichroism spectroscopy.
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Butterflyene: an entry into an aesthetically pleasing carbocycle via a Diels–Alder reaction on a tetrasubstituted olefin

Org. Biomol. Chem., 2023, 21,7917-7923
DOI: 10.1039/D3OB01056B, Paper
Gaurang J. Bhatt, Pradeep T. Deota, Narayan N. Som, Darshil Shah
An aesthetically pleasing prototype decacyclic ring system resembling the shape of a butterfly has been synthesized in four simple steps. Diels–Alder reactions on a tetrasubstituted double bond give rise to the formation of its analogues.
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Formulation and evaluation of anion transporters in nanostructured lipid carriers

Org. Biomol. Chem., 2023, 21,7753-7757
DOI: 10.1039/D3OB01182H, Paper
Open Access Open Access
Daniel Alonso-Carrillo, Israel Carreira-Barral, Marcin Mielczarek, Andrea Sancho-Medina, Enara Herran, Claudia Vairo, Angel Del Pozo, Iris Luzuriaga, Nerea Lazcanoiturburu, Oihane Ibarrola, Sara Ponce, María Villar-Vidal, María García-Valverde, Roberto Quesada
Nanostructured lipid carriers (NLCs) can be used to efficiently formulate highly lipophilic anionophores. These formulations are able to deliver these compounds to phospholipid membranes maintaining their anion transport activity.
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An organo-photocatalyzed visible-light-driven multi-component approach for carbothioaryl/alkylation of activated alkenes via C(sp3)–H bond functionalization

Org. Biomol. Chem., 2023, 21,7724-7729
DOI: 10.1039/D3OB01150J, Paper
Debabrata Das, Krishna Gopal Ghosh, Sumit Garai, Chandu Palasetty, Sureshkumar Devarajulu
A sustainable organo-photocatalyzed approach for carbothioaryl/alkylation of activated alkenes has been revealed via multi-component C(sp3)–H bond functionalization under a redox-neutral environment.
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Synthesis of amphiphilic hydantoin-based universal peptidomimetics as antibiotic agents

Org. Biomol. Chem., 2023, 21,7702-7706
DOI: 10.1039/D3OB01247F, Communication
Open Access Open Access
Alessio M. Caramiello, Maria Cristina Bellucci, Emerenziana Ottaviano, Silvia Ancona, Elisa Borghi, Alessandro Volonterio
Three model hydantoin-based universal peptidomimetics were designed, synthetized, and investigated as Gram positive and Gram negative antimicrobial agents.
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The diacetyliminoxyl radical in oxidative functionalization of alkenes

Org. Biomol. Chem., 2023, 21,7758-7766
DOI: 10.1039/D3OB00925D, Paper
Alexander S. Budnikov, Igor B. Krylov, Andrey V. Lastovko, Roman A. Dolotov, Mikhail I. Shevchenko, Alexander O. Terent'ev
The intermolecular oxime radical addition to CC bonds was discovered employing stable and reactive diacetyliminoxyl as a novel free-radical reagent.
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Tetra S-confused porphyrinoids

Org. Biomol. Chem., 2023, 21,7691-7695
DOI: 10.1039/D3OB01270K, Communication
Vishnu Mishra, Hosahalli S. Udaya, Venkataramanarao G. Anand
Maximum confusion in porphyrinoids can be achieved by inter-linking heterocycles only through 2,4-connectivity.
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Diastereoselective synthesis and structure–affinity relationships of σ1 receptor ligands with spirocyclic scaffold

Org. Biomol. Chem., 2023, 21,7730-7752
DOI: 10.1039/D3OB01169K, Paper
Tobias Winge, Dirk Schepmann, Judith Schmidt, Constantin Daniliuc, Ernst-Ulrich Würthwein, Bernhard Wünsch
According to DFT calculations, the synthesis of spirocyclic σ1 ligands involves two aza-Michael additions or a [4 + 2] cycloaddition. Dispiro ligand with a high number of sp3 C-atoms shows promising σ1 affinity, selectivity and physicochemical properties.
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A facile synthesis of phthalimides from o-phthalaldehyde and amines via tandem cyclocondensation and α-C–H oxidation by an electrochemical oxygen reduction reaction

Org. Biomol. Chem., 2023, 21,7707-7711
DOI: 10.1039/D3OB01031G, Communication
Nalladhambi Neerathilingam, Sakthivel Prabhu, Ramasamy Anandhan
A facile electrochemical synthesis of phthalimides from o-phthalaldehyde and amines was achieved via tandem cyclocondensation and α-C–H oxygenation under mild conditions.
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Divergent transformation of C,N-cyclic-N′-acyl azomethine imines by reaction with diazo compounds

Org. Biomol. Chem., 2023, 21,7891-7894
DOI: 10.1039/D3OB01165H, Communication
Haruki Ohno, Ryosuke Takahashi, Takuya Suga, Takahiro Soeta, Yutaka Ukaji
Divergent transformation of C,N-cyclic-N′-acyl azomethine imines by ethyl diazoacetate and trimethylsilyldiazomethane was achieved to give α-diazoacetate moiety-introduced tetrahydroisoquinolines and 3-benzazepine derivatives respectively.
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