Catalysts
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2020
·Vol. 10
·期 3
·302
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IF 3.52
Meng Guo,Zhen Wei,Jianming Yang,Zunyuan Xie,Weiqiang Zhang
In the palladium-catalyzed C−C coupling reaction, electron-rich phosphine ligands and a catalytic amount of catalyst loading are required in most cases. Herein, a bench-stable, easily modified and less toxic alkynone was utilized in palladium-catalyzed Sonogashira coupling to replace conventional phosphine ligands. With 1-(4-methoxyphenyl)-3-phenyl-2-yn-1-one (L2) as the ligand, catalyst loading was reduced to 5-10 ppm. In this newly developed catalytic system, a variety of (hetero)arene iodines and alkynes could be tolerated, resulting in good yields of the corresponding cross-coupling products.Keywords:α;β-alkynone;Pd-catalyzed C−C coupling;π-acidicity
研究领域:
有机化学
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催化化学
✓ 已验证
DOI
高影响因子
CHINESE JOURNAL OF POLYMER SCIENCE
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2025
·
IF 4
Yu Shi-Han,Wang Lu,Zhang Meng-Chao,Li Hong-Kun
Exploration of new green polymerization strategies for the construction of conjugated polymers is important but challengeable. In this work, a multicomponent polymerization of acetylarenes, alkynones and ammonium acetate for in situ construction of conjugated poly(triarylpyridine)s was developed. The polymerization reactions of diacetylarenes, aromatic dialkynones and NH 4 OAc were performed in dimethylsulfoxide (DMSO) under heating in the presence of potassium tert-butoxide ( t -BuOK), affording four conjugated poly(2,4,6-triarylpyridine)s (PTAPs) in satisfactory yields. The resulting PTAPs have good solubility in common organic solvents and high thermal stability with 5% weight loss temperatures reaching up to 460 °C. They are also electrochemically active. The PTAPs incorporating tetraphenylethene units manifest aggregation-induced emission features. Moreover, through simply being doped into poly(vinyl alcohol) (PVA) matrix, the polymer and model compound containing triphenylamine moieties exhibit room-temperature phosphorescence properties with ultralong lifetimes up to 696.2 ms and high quantum yields up to 28.7%. This work not only provides a facile green synthetic route for conjugated polymers but also offers new insights into the design of advanced materials with unique photophysical properties.
研究领域:
高分子化学
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材料科学
·
有机合成
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2020
·
IF 4.335
Haiyun Peng,Yu Zhang,Yang Zhu,Guisheng Deng
We report the synthesis of 4-(furan-2-yl)-3,4-dihydro-2H-pyrrol-2-one derivatives. In this approach, two core structures, the furan ring and 3,4-dihydro-2H-pyrrol-2-one, are constructed via silver(I)-catalyzed cascade cyclization/cyclopropanation/ring-cleavage/nucleophilic substitution reaction of enynones with enamines. A reasonable mechanism has been proposed. This method possesses some advantages such as high chemoselectivity, mild reaction conditions, simple operation, and short reaction time.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2023
·
IF 3.6
Haiyun Peng,Yangyi Zhang,Guisheng Deng
Silver(I)-catalyzed tandem reaction of enynones with 4-alkenyl isoxazoles provides access to 2-(furan-2-yl)-1,2-dihydropyridines. No competitive cyclopropanation of alkenes and O–H insertion via (2-furyl)carbene complexes were observed. The cascade reaction proceeds via the formation of (2-furyl)metal carbene intermediate, the N–O bond cleavage of 4-alkenyl isoxazoles/rearrangement, subsequent 6π electrocyclic reaction, and [1,5] H-shift. The successive construction of both 1,2-dihydropyridine skeleton and furan frame has been achieved in the one-pot reaction. A broad range of readily available enynones and 4-alkenyl isoxazoles are suitable to this protocol; however, when R3 is the alkyl group such as n-Bu and Me, a complicated mixture was generated without the desired products. In addition, in the case of R4 = bulky group such as R3′SiOCH2, the reaction gave an in situ oxo-product of (2-furyl)silver carbene. An atom-economic strategy for the synthesis of 2-(furan-2-yl)-1,2-dihydropyridines has been established.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2023
·
IF 3.6
Yu Zhang,Guisheng Deng
A highly efficient Ag(I)-catalyzed cascade Michael addition/cyclization of enynones with 1,3-(bis)diazo compounds has been established, providing functionalized 2,3-dihydrofuran derivatives containing a diazo group and an acetylenic bond with excellent diastereoselectivity. Transformation of the diazo group and hydration of the carbon–carbon triple bond have been performed successfully in different reaction systems.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2021
·
IF 4.354
Ling Tang,Yangyi Zhang,Guisheng Deng
Ag(I)-catalyzed cascade reactions involving enynone cyclization and cross-coupling with phosphorus ylides have been achieved for the first time. Subsequent treatment of the reaction mixture with I2 afforded the corresponding (E)-α-alkenylfurans in 73–95% yields with excellent stereoselectively. A reasonable mechanism has been proposed.
研究领域:
有机化学
·
合成化学
✓ 已验证
DOI
高影响因子
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