Monthly Archives: October 2023

InCl3-catalyzed intramolecular carbonyl–olefin metathesis

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01170D, Paper
Marianela G. Pizzio, Zoe B. Cenizo, Luciana Méndez, Ariel M. Sarotti, Ernesto G. Mata
We describe a novel synthetic strategy for intramolecular carbonyl–olefin metathesis based on InCl3 catalysis and a sustainably attractive protocol.
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A safety-catch protecting group strategy compatible with Boc-chemistry for the synthesis of peptide nucleic acids (PNAs)

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01348K, Paper
Open Access Open Access
K. P. Nandhini, Sikabwe Noki, Edikarlos Brasil, Fernando Albericio, Beatriz G. de la Torre
The use of a safety-catch protecting scheme allows the synthesis of PNAs using the Boc as temporal protecting group.
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Phosphite–imidazole catalyzed N-formylation and N-acylation of amines

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01306E, Paper
Babak Kaboudin, Hesam Esfandiari, Meysam Kakavand, Masoumeh Sohrabi, Elahe Yousefian Amirkhiz, Abdollah Neshat, Teru Kawazoe, Haruhiko Fukaya, Hikaru Yanai
The N-formylation reaction of amines with DMF as a formylating agent was developed. N-Sulfonyl amidines were also obtained in good to excellent yields by the reaction of sulfonamides with DMF under similar conditions.
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A facile approach to phenothiazinones via catalytic aerobic oxidation: discovery of an antiproliferative agent

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01111A, Paper
Su-Hui Ji, Qian Wang, Yun-Rui Cai
A facile and robust synthesis of phenothiazinones with TEMPO-based catalytic system under an ambient atmosphere is presented.
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Structural isomers of di-p-benzidithiaoctaphyrins

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01434G, Paper
Vratta Grover, Mangalampalli Ravikanth
We synthesized rare examples of cis- and trans-isomers of di-p-benzidithiaoctaphyrins by adopting two different synthetic routes, successfully separated the isomers and characterized them using various experimental and theoretical techniques.
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Electrochemical Fe-catalysed radical cyclization for the synthesis of oxindoles

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01370G, Communication
Tianxiang Ren, Ruina Qu, Lu Song
We report a sustainable and efficient electrochemical Fe-catalysed protocol for the synthesis of ester-containing oxindole derivatives, which are intermediates to access biologically active indole alkaloids.
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Dithioallyl cation (3 + 2) cycloadditions under aprotic reaction conditions: rapid access to spiro-fused cyclopentane scaffolds

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01273E, Paper
Frederick Degroote, Bram Denoo, Bram Ryckaert, Brenda Callebaut, Kristof Van Hecke, Jan Hullaert, Johan M. Winne
Acid-sensitive conjugated alkenes can be transformed into attractive spirocarbocycles, using a newly developed mild generation mode of (thio)allyl cations giving a regio- and stereoselective carbocationic cascade reaction.
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Sulfonylpyrazole- and pyrazole-directed ortho-selective C–H functionalization/alkenylation and desulfenylative olefination of aryl(sulfonyl)pyrazoles

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01262J, Paper
Mukhtar Ahmed, Shivangani Mahajan, Jaspreet Kour, Sanghapal D. Sawant
ortho-Selective C–H alkenylation of arenes was achieved using (sulfonyl)pyrazoles as DGs, favored by combination of Pd(OAc)2 Boc-Sar-OH and silver acetate. Silver tetrafluoroborate gave de-sulfenylative olefinated products on sulfonylpyrazole.
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Synthesis of methylphosphorylated oligomannosides structurally related to lipopolysaccharide O-antigens of Klebsiella pneumoniae serotype O3 and their application for detection of specific antibodies in rabbit and human sera

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Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01203D, Paper
Arsenii S. Solovev, Evgeniya M. Denisova, Ekaterina A. Kurbatova, Olga Y. Kutsevalova, Liubov G. Boronina, Vladimir A. Ageevets, Sergey V. Sidorenko, Vadim B. Krylov, Nikolay E. Nifantiev
The synthesis and immunochemical application of spacer-armed oligosaccharides related to the outer fragment of the lipopolysaccharide of Klebsiella pneumoniae O3 are reported.
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