Structural isomers of di-p-benzidithiaoctaphyrins

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

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

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

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

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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High atomic utilization conversion of ethers into furancarbaldehydes via an ether oxidation iminium-ion activation cascade strategy

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01120H, Communication
Zheyao Li, Chunmei Ma, Lin Zhao, Zhongren Lin, Yang Hu, Jianhong Zhao, Xinhong Yu
This work reported a method for conversion of aryl allyl ethers into furancarbaldehydes via an ether oxidation iminium-ion activation cascade strategy. The method features simple operation, mild conditions, and especially high atomic utilization.
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Direct organocatalytic transfer hydrogenation and C–H oxidation: high-yielding synthesis of 3-hydroxy-3-alkyloxindoles

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01264F, Paper
Pritam Roy, S. Rehana Anjum, Shyam D. Sanwal, Dhevalapally B. Ramachary
A two-step, high-yielding transfer hydrogenation/C–H oxidation protocol has been developed for the synthesis of 3-alkyl-3-hydroxyoxindoles and medicinally important 3-cyanomethyl-3-hydroxyoxindole, and formal total synthesis of (±)-alline and (±)-CPC-I.
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Alscholarines A and B, two rearranged monoterpene indole alkaloids from Alstonia scholaris

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01424J, Paper
Guanqun Zhan, Fuxin Zhang, Kailing Yang, Tao Yang, Ruixi Zhou, Wenwen Chen, Jingwei Zhang, Xinxin Zhang, Zengjun Guo
Alscholarines A–B, featuring an imidazole ring fused with a 6/5/6/6 tetracyclic skeleton and an unusual 7-oxa-1-azabicyclo[3.2.1]octane moiety with a 6/5/6/6/5 ring system, respectively, were isolated from Alstonia scholaris.
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Reductive cross-coupling of N-acyl pyrazole and nitroarene using tetrahydroxydiboron: synthesis of secondary amides

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01040F, Paper
Hayeon Moon, Sunwoo Lee
Acyl pyrazoles, in the presence of B2(OH)4, efficiently yield amides when reacted with nitro compounds. The method is versatile, tolerates diverse functional groups, and holds promise for diverse organic molecule synthesis.
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Natural epoxyquinoids: isolation, biological activity and synthesis. An update

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01141K, Review Article
Vitaly A. Shcherbinin, Ekaterina R. Nasibullina, Elena Y. Mendogralo, Maxim G. Uchuskin
This review provides an updated outlook on the isolation of epoxyquinoids and an examination of their biological profile. Total, enantioselective synthesis, and the development of shorter approaches to construction of epoxyquinoids are addressed.
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