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1.
Leng Leng Chng Jie Zhang Jinhua Yang Makhlouf Amoura Jackie Y. Ying 《Advanced Synthesis \u0026amp; Catalysis》2011,353(16):2988-2998
An efficient heterogeneous palladium‐polyoxometalate catalyst with the formula Pd‐H6PV3Mo9O40/C has been successfully developed for carbon‐carbon (C C) bond formation via carbon‐hydrogen (C H) activation and carbon‐nitrogen (C N) bond formation via oxidative amination using oxygen as the terminal oxidant. The coupling processes are simple, and use relatively mild conditions to form the desired products. In addition, less waste is generated as no additional reagents such as organic/inorganic oxidants are required, and water is the only by‐product generated. 相似文献
2.
Yan Wang Chao Li Yan Li Feng Yin Xi‐Sheng Wang 《Advanced Synthesis \u0026amp; Catalysis》2013,355(9):1724-1728
A rhodium(III)‐catalyzed oxidative C H olefination directed by Weinreb amides, a class of well developed versatile building blocks in organic synthesis, has been developed with air as the terminal oxidant. The reactions proceed with excellent reactivity, good functional group tolerance and high yields. 相似文献
3.
A novel approach for C N bond formation was developed by iron‐catalyzed C C bond cleavage. Anilines and sulfonamides reacted smoothly with 2‐substituted 1,3‐diphenylpropane‐1,3‐diones to afford N‐alkylation products, in which the 1,3‐dicarbonyl group acts as a leaving group in the presence of an iron catalyst. The reversible C C bond cleavage plays a driving force to give the thermodynamically stable products. The method is complementary to the previous methods for C N bond formation. 相似文献
4.
Alexander H. Sandtorv 《Advanced Synthesis \u0026amp; Catalysis》2015,357(11):2403-2435
The last decades have seen a tremendous expanse in the application of C H activation of many different substrate classes, including the invaluable indole scaffold. Following the exciting emergence of C H activation as a multi‐faceted platform for functionalization, a versatile tool box has been developed for the preparation of structurally diverse indoles. This review article discusses recent advances and strategies for transition metal‐catalyzed C H activation of indoles.
5.
Renhe Li Yang Hu Ran Liu Ruofang Hu Bin Li Baiquan Wang 《Advanced Synthesis \u0026amp; Catalysis》2015,357(18):3885-3892
An efficient ruthenium(II)‐catalyzed oxidative annulation reaction of various arylimidazolium salts with alkynes via N‐heterocyclic carbene‐directed C H activation to obtain substituted benzo[ij]imidazo[2,1,5‐de]quinolizinium salts is reported. This catalytic reaction proceeds in an excellent regioselective manner when using unsymmetrical alkynes as reactants. The intermediate mono‐annulated products can be obtained by reducing the amount of catalyst. Two catalytically competent N‐heterocyclic carbene‐based cyclometallated ruthenium(II) complexes have been isolated and characterized, which represent the key intermediates in the catalytic cycle. Moreover, most of the products show a strong fluorescent property, indicating their potential for making new light‐emitting materials.
6.
Lennart Mhlmann Moritz Baar Julian Rieß Markus Antonietti Xinchen Wang Siegfried Blechert 《Advanced Synthesis \u0026amp; Catalysis》2012,354(10):1909-1913
In this communication we describe the oxidative C C bond formation of tertiary amines with various nucleophiles under very mild and environmental friendly conditions by using mesoporous graphitic carbon nitride (mpg‐C3N4) semiconductor as a heterogeneous, metal‐free photosensitizer in combination with visible light and oxygen as the terminal oxidation agent. This system can be further combined with proline‐organocatalysis to achieve oxidative tandem photocatalysis, demonstrating a rich cascade of chemical possibilities of the current photosynthesis system. 相似文献
7.
Vanessa G. Ricordi Samuel Thurow Filipe Penteado Ricardo F. Schumacher Gelson Perin Eder J. Lenardo Diego Alves 《Advanced Synthesis \u0026amp; Catalysis》2015,357(5):933-939
We describe here an efficient and regioselective synthesis of arylselanyl anilines by copper‐catalyzed direct arylselenation of arylamines. Using a catalytic amount of copper iodide in dimethyl sulfoxide at 110 °C under an air atmosphere, a range of arylselanyl anilines was obtained directly from substituted diaryl diselenides in moderate to good yields via C H bond cleavage of aryl amines.
8.
Luo Yang Camille A. Correia Chao‐Jun Li 《Advanced Synthesis \u0026amp; Catalysis》2011,353(8):1269-1273
An efficient Grignard‐type arylation of aldehydes via aryl C H activation was achieved under mild conditions catalyzed by rhodium. The reaction provides an easy access to a wide variety of benzyl alcohols and can tolerate various functional groups as well as air and water. 相似文献
9.
Marta Larrosa Sven Heiles Jonathan Becker Bernhard Spengler Radim Hrdina 《Advanced Synthesis \u0026amp; Catalysis》2016,358(13):2163-2171
We have developed an effective approach to 1,2‐disubstituted diamondoids by palladium(II) acetate catalyzed functionalization of C H bond. Selective mono‐arylation of the adamantane framework was achieved using picolylamide as a directing group in yields up to 87 %. Kinetic studies in combination with deuterium labeling experiments, competitive experiments and mass spectrometry contribute to the mechanistic understanding of the arylation process of alkanes with number of C H bonds neighboring the directing group. Triflic anhydride promoted cyclization of the directing group generates imidazo[1,5‐a]pyridine derivatives. Acid‐mediated removal of the directing group provides access to 2‐aryl diamondoid carboxylic acids, which are common precursors for the synthesis of various bioactive compounds (drug candidates).
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11.
The palladium‐catalyzed ketone‐directed dual sp2 C H activation and sp3 C H functionalization has been applied for fullerene functionalization for the first time. The sec‐alkyl aryl ketones have been exploited to react with [60]fullerene (C60) to provide the novel and scarce C60‐fused tetralones. The combined use of a highly active cationic palladium(II) catalyst and trifluoromethanesulfonic acid is crucial for the improvement of the reaction yield. A plausible reaction mechanism leading to the observed products has been proposed, and the electrochemistry of the fullerene products has also been investigated.
12.
Olivier Basl Johan Bidange Qi Shuai Chao‐Jun Li 《Advanced Synthesis \u0026amp; Catalysis》2010,352(7):1145-1149
An efficient method was developed for the direct acylation of arene sp2 C H bonds with aldehydes using palladium acetate as catalyst and peroxide as oxidant. The solvent‐free oxidative acylation reaction assisted by a pyridine directing group provides an easy access to aromatic, aliphatic, and optical active ketones. 相似文献
13.
Copper salts, which are abundant, relatively inexpensive and possess low toxicity, have long been used as versatile catalysts for various reactions in organic synthesis. Recently, the development of Cu‐catalyzed or ‐mediated C H functionalization reactions has gained significant attention. Since the pioneering work of Daugulis on the introduction of 8‐aminoquinoline and picolinic acid auxiliaries as removable directing groups in transition metal‐catalyzed C H bond activations, the combination of copper salts with these bidentate directing groups has emerged as an innovative strategy for the construction of carbon‐carbon or carbon‐heteroatom bonds through C H bond cleavage. In addition to the 8‐aminoquinoline and picolinamide systems, several other bidentate directing groups including the 2‐aminophenyloxazoline group by Yu and Dai and the PIP system by Shi, have been developed as well. This review intends to cover most of the recent advances on copper‐catalyzed or ‐mediated direct sp2 and sp3 C H bond functionalizations assisted by these bidentate directing groups. The major achievements in this area are discussed and catalogued by the type of bonds formed (C C, C O, C N, C S, C P etc.). Special attention is paid to the reaction mechanisms. Selected examples of substrates are listed as well. In addition, a personal outlook is given at the end.
14.
Zinc is the 24th most abundant element in the Earth’s crust. Since the discovery of pure zinc metal in the 18th century, the main application of zinc metal is as materials. Because zinc salts are abundant, cheap, non‐toxic, and exhibit environmentally benign properties, organic chemists have been interested in using zinc salts as catalysts in organic synthesis during the last three decades. Within this review, we have summarized the progress on applications of zinc salts in organic reactions. Our the target is to emphasize the special properties of zinc catalysts, and further promote the interest of organic chemists. 相似文献
15.
Yan Cai Shou‐Fei Zhu Guo‐Peng Wang Qi‐Lin Zhou 《Advanced Synthesis \u0026amp; Catalysis》2011,353(16):2939-2944
An easily available iron catalyst was developed to accomplish the C H functionalization of indoles with α‐aryl‐α‐diazoesters in high yields under mild conditions. The asymmetric C H functionalization of indoles was also realized by using iron complexes of chiral spiro bisoxazolines with up to 78% ee. 相似文献
16.
Marc‐Olivier Simon Gaël Ung Sylvain Darses 《Advanced Synthesis \u0026amp; Catalysis》2011,353(7):1045-1048
A tandem process involving oxidation of a benzylic alcohol functionality followed by hydroarylation is described. These two atom‐economic sequences are very convenient to access functionalized aromatic ketones, using simple ruthenium trichloride as catalyst precursor. Moreover they appear to be highly compatible, tolerant, and selective toward various functional groups, and the ease of the protocol should make it very convenient for synthetic purposes. 相似文献
17.
Shuai‐Shuai Li Hui Lin Chen‐Fei Liu Ying‐Qi Xia Xiao‐Mei Zhang Lin Dong 《Advanced Synthesis \u0026amp; Catalysis》2016,358(10):1595-1601
Rhodium‐catalyzed tandem annulation reactions via olefination and subsequent intramolecular C‐Michael‐type cyclization represent an efficient approach for the direct construction of C C bonds. The simple and atom‐economic strategy produces various alkylation derivatives of 7‐azaindole with a quaternary carbon center from 7‐azaindoles and olefins.
18.
An efficient and clean method to construct C C bonds has been developed via the acylation reaction of acetanilides with benzylic alcohols using tert‐butyl hydroperoxide (TBHP) as oxidant catalyzed by palladium acetate in the presence of triflic acid (TfOH). The acylation reactions exhibit excellent reactivities, and up to 95% yield of the corresponding aryl ketone could be obtained under the optimal conditions. 相似文献
19.
Huaiqing Zhao Min Wang Weiping Su Maochun Hong 《Advanced Synthesis \u0026amp; Catalysis》2010,352(8):1301-1306
A copper‐catalyzed intermolecular aerobic oxidative C H bond amination of various polyfluorobenzenes with an array of primary aromatic amines was achieved for the first time. The reactivity of the polyfluorobenzenes was observed to depend on the acidity of C H bonds. Under similar reaction conditions, the C H bond amination of azoles also occurred. 相似文献
20.
Yi‐Jun Jiang Yong‐Qiang Tu En Zhang Shu‐Yu Zhang Ke Cao Lei Shi 《Advanced Synthesis \u0026amp; Catalysis》2008,350(4):552-556
The cross‐couplings of alcohols to alkenes with the palladium/Lewis acid system are reported. This reaction occurs in a successive alkene dimerization, direct C H activation of alcohol and sp3 sp3 bond forming sequence via an interesting domino process. 相似文献