JOURNAL OF ORGANIC CHEMISTRY有机化学杂志
JOURNAL OF ORGANIC CHEMISTRY(英文缩写 J ORG CHEM),ISSN 0022-3263,eISSN 1520-6904,中文译名:有机化学杂志 是一本学术期刊。本页汇总该期刊的最新影响因子、分区信息以及最新收录于 PubMed 的文献,帮助您快速了解期刊全貌。
发文量统计区间：2025-09-27 至 2026-09-27，按本站收录文献的发表日期统计。
期刊介绍
历年影响因子趋势
| JCR 数据年份 | 影响因子 | JCR 分区 |
|---|---|---|
| 2021 | 4.198 | Q1 |
| 2022 | 3.600 | Q1 |
| 2023 | 3.300 | Q1 |
| 2024 | 3.600 | Q1 |
| 2025 | 3.300 | Q1 |
JOURNAL OF ORGANIC CHEMISTRY 最新收录文献
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1. Cascade Synthesis of Pyridoquinazolinones: A Pd-Catalyzed Double C-N Bond Formation Strategy via Intramolecular 1,6-Conjugate Addition.
PMID:日期:2026-09-11A cascade process has been designed to access pyridoquinazolinone derivatives through a Pd-catalyzed annulation reaction between readily accessible 2-bromo-p-quinone methides and commercially available 2-aminopyridines. This one-pot process comprises Pd-catalyzed C-N bond formation, followed by a second C-N bond formation through intramolecular 1,6-conjugate addition, affording the various functionalized pyridoquinazolinones in good yields. This synthetic method has several advantages, including step economy, broad substrate scope, and an open-air reaction.
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2. Design and Synthesis of SAM Analogues for Labeling Substrates of ACP Transferases.
PMID:日期:2026-09-11S-Adenosylmethionine (SAM) is an important cofactor in a variety of biochemical reactions. In addition to serving as a versatile methyl donor, the 3-amino-3-carboxypropyl (ACP) group of SAM is also involved in the biosynthesis of many important natural products including antibiotics and signaling molecules. We developed four SAM-based probes for labeling the substrates of the ACP transferases. SAM3 successfully labels the substrate of BjaI in the biosynthesis of isovaleryl homoserine lactone (IV-AHL), a quorum-sensing signaling molecule. SAM1 is capable of labeling the substrate of CntL in staphylopine biosynthesis with both pure compounds and complex metabolites. Therefore, they are promising tools for labeling and identifying the substrates of ACP transferases.
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3. Stereodivergent Construction of Adjacent Tetrasubstituted Stereocenters Enabled by CPA-Catalyzed Enantioselective Desymmetric Friedel-Crafts Reaction of α-Aryl-α-fluoro-1,3-indanediones.
PMID:日期:2026-09-11Here we report the asymmetric Friedel-Crafts reaction between compounds α-aryl-α-fluoro-1,3-indanediones and indoles, catalyzed by an efficient chiral phosphoric acid catalyst. Using this methodology, a series of cyclic β-fluoroalcohols bearing two adjacent chiral centers were synthesized in up to 95% yield, with excellent enantioselectivity (99% ee) and diastereomeric ratio (>20:1 dr). The resulting products can be readily transformed into other valuable compounds through straightforward synthetic transformations while preserving their absolute configuration. This catalytic system offers both theoretical insights and practical methodology for the efficient construction of asymmetric all-carbon quaternary stereocenters in β-fluoroalcohol frameworks.
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4. Copper-Controlling Carbon-Centered Radical Reactivity for Methylenebisamide Synthesis via Ligand-to-Metal Charge-Transfer Excitation.
PMID:日期:2026-09-11Tuning the reactivity of highly active radical intermediates is a serious challenge in organic synthesis. Herein, we describe an unexpected protocol involving visible-light-driven ligand-to-metal charge-transfer (LMCT) excited states of copper(II) chlorides and diether complexes to achieve chemoselectivity between distinct carbon-centered radicals and a chlorine radical. According to the "cut-and-sew" strategy, we leverage the LMCT excitation of CuCl2 and diether complexes to promote the cleavage of C(sp3)-C(sp3) and C(sp3)-O bonds of inert diethers, releasing methylene precursors that can respectively couple with primary or secondary amides to generate symmetrical and unsymmetrical methylenebisamide products. Mechanistic investigations have established that the methylene is furnished via the cleavage of C(sp3)-C(sp3) bonds in ethers to form amide-methylene intermediates, which subsequently undergo C(sp3)-O bond cleavage and incorporate another amide to form the desired products. Noticeably, the methylene donors were generalized to different unstrained cyclic ethers and acyclic ethers, including 18-crown-6, 15-crown-5, benzo-15-crown-5, 1,3-dioxolane, 1,4-dioxane, diglyme, 1,2-dimethoxyethane, ethylene glycol diethyl ether, BnOCH2CH2OBn, MeOCH2CH2OH, and ethylene glycol. Moreover, this reactivity profile involving LMCT excited states could be differentiated from known C(sp3)-N bond-forming reactions with two-electron manifolds.
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5. Electronic Asymmetry Governs Photoswitching and Shapes Thermal Relaxation in Heteroaryl Azo Phthalimides.
PMID:日期:2026-09-11Heteroaryl 4-substituted azo phthalimides were designed as photoswitches to investigate how electronic asymmetry influences photoswitching behavior and thermal Z/E relaxation. Systematic variation of the heteroaryl fragment from electron-rich pyrrole to electron-deficient imidazole and pyrazole and a symmetric bis-phthalimide system progressively modified π-delocalization across the azo chromophore. The compounds showed efficient E/Z photoisomerization, reaching 78-88% Z-isomer populations, whereas the symmetric bis-phthalimide derivative showed limited photoswitching (34%) due to extensive overlap of the E and Z absorption bands. Arrhenius and Eyring analyses revealed pronounced differences in Z-isomer stability, with half-lives ranging from 0.20 to 356 h. Increasing electron-acceptor character generally enhanced thermal stability. However, the comparable activation barriers of the imidazole and symmetric bis-phthalimide derivatives, despite their different photochemical behavior, show that thermal relaxation cannot be rationalized solely by electronic asymmetry. DFT calculations further indicated that molecular geometry and electronic structure shape the thermal isomerization landscape. Relaxed potential-energy scans revealed a larger rotational contribution for the pyrrole derivative and mixed rotation/inversion character for the remaining compounds. Thus, photoswitching is strongly governed by electronic asymmetry, whereas thermal stability reflects the combined effects of electronic structure, molecular geometry, and the ground-state potential-energy surface.
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6. Selective Synthesis of Perfluoroalkyl-Containing Thioamides and Thioamide S-Oxides by the Reaction of Perfluoroalkyl Sulfoxides and Secondary Amines.
PMID:日期:2026-09-11A novel method for the selective synthesis of perfluoroalkylated thioamides and thioamide S-oxides has been developed through the reaction of perfluoroalkyl sulfoxides with secondary amines. The selectivity of the reaction can be easily modulated by employing different additives. Specifically, PCl3 promotes the formation of thioamides, whereas ZnCl2 facilitates the formation of thioamide S-oxides. This protocol tolerates a broad range of substrates, including aromatic, aliphatic, and cyclic secondary amines, as well as sulfoxides containing different perfluoroalkyl groups. The plausible mechanistic pathways were proposed on the basis of experimental results.
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7. Synthesis of CF3-Containing Bispirocyclic 2-Pyrrolidinones through Cycloaddition and Oxidative Dearomatization from Nitrones and 1-Alkynyl-2-naphthols.
PMID:日期:2026-09-11Herein, a variety of trifluoromethyl-containing bispirocyclic 2-pyrrolidinones were prepared in good yields with high diastereoselectivity through a cinchonidine-catalyzed (4 + 3) cycloaddition and oxidative dearomatization strategy from N-trifluoromethyl aryl nitrones and 1-alkynyl-2-naphthols under mild reaction conditions. Mechanistic studies revealed that PhI(OAc)2 played important roles in the formation of CF3-containing bispirocyclic 2-pyrrolidinones in the oxidation and dearomatization steps. The present method features high regioselectivity and diastereoselectivity, three rings and three carbon stereocenters formation, and novel bispirocyclic 2-pyrrolidinone scaffolds.
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8. Modular Assembly of Unsymmetric 3,4-Dihydro-BINAP Derivatives via Electrophilic Phosphinative Cyclization of Alkynes and Sequential C-P Cross-Coupling.
PMID:日期:2026-09-11A modular assembly strategy has been developed for the efficient construction of BINAP-type derivatives featuring a novel 3,4-dihydrobinaphthyl backbone. The unsymmetric framework integrates four tunable modules. The presynthesized alkyne substrate bearing a naphthyl module undergoes a Tf2O-promoted phosphination/cyclization cascade process with diarylphosphine oxide to efficiently assemble the 3,4-dihydronaphthyl module along with the adjacent phosphine module. By employing a dinitrogen ligand, the subsequent nickel-catalyzed C-P cross-coupling reaction transfers the naphthyl-tethered triflate group into the second phosphine module with enhanced efficiency. The phosphoryl and thiophosphoryl groups were also introduced to modify the two distinct phosphine groups. In preliminary catalytic applications, 3,4-dihydro-BINAP outperforms the unmodified BINAP in two cases, highlighting the practical value of the ligand.
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9. Ethyl Propiolate-Promoted Deaminative Coupling of Ferrocenylmethanamines with Carbon- and Heteronucleophiles: Stereospecific Access to Ferrocene-Peptide Conjugates.
PMID:日期:2026-09-11The direct deaminative coupling of readily available ferrocenylmethanamines 1 with a range of carbon- and heteronucleophiles is achieved using ethyl propiolate as the sole activating reagent at room temperature. Enolizable carbon pronucleophiles can be used as the coupling partner directly without prior preactivation, presumably owing to in situ CH deprotonation promoted by the allegedly formed zwitterionic intermediate. α-Amino acid esters and derived di- and tripeptides also accommodated well as N-centered nucleophiles in the coupling with 1 without suffering detectable isomerization, thus providing a new stereospecific entry to ferrocene-peptide conjugates.
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10. Synthetic Studies Toward 2-Epi Altemicidin and Its Derivatives: Construction of the 6-Azatetrahydroindane Core.
PMID:日期:2026-09-11Isoleucyl-tRNA synthetase (IleRS) inhibitors are promising drug targets. SB-203207, an altemicidin-type monoterpene alkaloid, potently inhibits IleRS. To elucidate the stereochemical structure-activity relationship of SB-203207, we investigated the synthesis of 2-epi altemicidin. We achieved the stereoselective construction of the 6-azatetrahydroindane core of 2-epi altemicidin and its derivatives, featuring a nitrogen-containing quaternary setereogenic center. We also improved access to the previously reported intermediate, shortening the sequence by three steps.