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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Dual gold-catalyzed regioselective synthesis of benzofulvenes via 5-endo dig cyclization

Org. Biomol. Chem., 2023, 21,7799-7807
DOI: 10.1039/D3OB01079A, Paper
Gottam Sreenivasulu, Balasubramanian Sridhar, Galla V. Karunakar
Gold-catalyzed regioselective synthesis of benzofulvenes has been developed from substituted allyloxy 1,5-diynes via 5-endo dig cyclization.
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Copper(II)-catalyzed cascade Csp2–P/C–C bond formation to construct benzo[d]thiazol-2-ylphosphonates

Org. Biomol. Chem., 2023, 21,7696-7701
DOI: 10.1039/D3OB01256E, Communication
Han Wang, Le Huang, Jun Li, Wenyan Hao
An efficient method for the synthesis of benzo[d]thiazol-2-ylphosphonates via the copper(II)-catalyzed tandem bicyclization of o-halophenyl isothiocyanates and organophosphorus esters.
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Understanding the reactivity and selectivity of Diels–Alder reactions involving furans

Org. Biomol. Chem., 2023, 21,7767-7775
DOI: 10.1039/D3OB01343J, Paper
Open Access Open Access
Tiago Vinicius Alves, Israel Fernández
The origins of the reactivity and endo/exo selectivity of the Diels–Alder cycloaddition reactions involving furan and substituted furans as dienes have been computationally explored.
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Trace water in a BF3·OEt2 system: a facile access to sulfinyl alkenylsulfones from alkynes and sodium sulfinates

Org. Biomol. Chem., 2023, 21,7776-7781
DOI: 10.1039/D3OB01249B, Paper
Shi-Wei Yu, Zu-Jia Chen, Zhao-Hua Chen, Si-Hong Chen, Kai Yang, Wen-Jin Xu, Zhao-Yang Wang
An efficient and operationally simple synthesis of β-sulfinyl alkenylsulfones through a BF3·OEt2-promoted reaction of alkynes and sodium sulfinates is developed.
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Phosphine-catalyzed ring-opening reaction of cyclopropenones with dicarbonyl compounds

Org. Biomol. Chem., 2023, 21,7712-7716
DOI: 10.1039/D3OB01409F, Communication
Chen Liang, Zhibin Chen, Xinyue Hu, Shengxia Yu, Zhenlian Wang, Jiang Cheng
We developed a phosphine-catalyzed ring-opening reaction of cyclopropenones with dicarbonyl compounds as C-nucleophiles, leading to 1,3,3′-tricarbonyl compounds.
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