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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Visible-light-induced halocyclization of 2-alkynylthioanisoles with simple alkyl halides towards 3-halobenzo[b]thiophenes without an external photocatalyst

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB00860F, Paper
Fen-Dou Wang, Chunmiao Wang, Min Wang, Han Yan, Jin Jiang, Pinhua Li
A new strategy for the preparation of 3-halobenzo[b]thiophenes via a photo-driven halocyclization/demethylation of 2-alkynylthioanisoles with simple alkyl halides was developed.
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Sequential annulation and isomerisation reaction of 3-acylmethylidene oxindoles with Huisgen zwitterions and synthesis of 5-(3-oxindolyl)oxazoles

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01199B, Paper
Feixue Xue, Chang-Jiang Yang, Tong Tang, Zhengjie He
A one-pot synthesis of 5-(3-oxindolyl)oxazoles has been developed by a sequential annulation/isomerization strategy.
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Phosphine-catalysed transformations of ortho- and para-quinone methides

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01276J, Review Article
Open Access Open Access
Aitor Maestro, Mercedes Zurro
A powerful and straightforward way to access a variety of oxa-heterocycles and N-heterocycles: the phosphine-catalysed transformations of o-QM, p-QM and aza-o-QM.
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(Aminoalkyl)diphenylphosphine sulfides: synthesis and application as building blocks in the design of multidentate ligands for cytotoxic Pd(II) complexes

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01309J, Paper
Aleksandr V. Konovalov, Svetlana G. Churusova, Diana V. Aleksanyan, Ekaterina Yu. Rybalkina, Svetlana A. Aksenova, Alexander S. Peregudov, Zinaida S. Klemenkova, Vladimir A. Kozlov
The facile approaches to α-(aminoalkyl)diphenylphosphine sulfides are devised based on simple transformations of readily available precursors. The compounds obtained are used as building blocks for the production of cytotoxic Pd(II) complexes.
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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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Palladium-catalyzed [4 + 2] cycloaddition of 2-methylidenetrimethylene carbonate or methylene cyclic carbamate with sulfamate-derived cyclic imines

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01361H, Communication
Li Sun, Jiyu Li, Yafei Wu, Ying Li, Junqi Chen, Xiaoye Xia, Chunhao Yuan, Hongchao Guo, Biming Mao
A Pd-catalyzed [4+2] cycloaddition of 2-methylidenetrimethylene carbonate or methylene cyclic carbamate with sulfamate-derived cyclic imines has been successfully developed to afford oxazine or hydropyrimidine derivatives.
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Rhodium-catalyzed C–H carboxymethylation of anilines with vinylene carbonate

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB00931A, Paper
Qiong Liu, Zhaolong Ma, Jing Zhang, Xu-Qin Li
We established a Rh(III) catalyzed C–H carboxymethylation strategy for anilines with vinylene carbonate. This protocol does not require external oxidants. It proceeded smoothly with good functional group tolerance and moderate to good yields.
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Relative stereochemical determination of the C61–C83 fragment of symbiodinolide using a stereodivergent synthetic approach

Org. Biomol. Chem., 2023, Advance Article
DOI: 10.1039/D3OB01420G, Paper
Open Access Open Access
Creative Commons Licence  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Hiroyoshi Takamura, Kosuke Hattori, Takumi Ohashi, Taichi Otsu, Isao Kadota
Stereodivergent synthesis of the C61–C74 and C69–C83 fragments of symbiodinolide elucidated the relative configuration of its C61–C83 fragment.
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