共查询到20条相似文献,搜索用时 31 毫秒
1.
A highly efficient, three-component one-pot benzylation and allylation of aromatic and aliphatic aldehydes and amines affords the corresponding homobenzylamines and homoallylamines in good to excellent yield. The procedure is lauded by its simplicity and manipulability. 相似文献
2.
Yumei Zhang Tingli Yan Wei Cheng Jianming Zuo Weijie Zhao 《Tetrahedron letters》2009,50(24):2925-6515
A rapid and efficient procedure for allylation and benzylation of aldimines mediated by zinc powder under solvent-free conditions is described. The procedure is operationally simple, higher regioselective, and gives good to excellent yields. 相似文献
3.
We present a PdCl(2)-catalyzed protocol for highly efficient allylation and benzylation of a rich variety of N-, O-, and S-containing heteroarenes under base/acid, additive, and ligand-free conditions. The method represents the very few examples for simple, universally applicable, clean, and atom-efficient functionalization of heteroarenes. 相似文献
4.
Cu-catalyzed cross-coupling of N-tosylhydrazones with 1,3-azoles leads to the direct C-H benzylation or allylation. Cu carbene migratory insertion is proposed to play the key role in this transformation. 相似文献
5.
Asymmetric alkylation of diarylmethane derivatives. Improved results using methoxyethoxy substituent
Alkylation of 2-methoxyethoxyphenyl phenyl methane using sec-BuLi and (−)-sparteine has been carried out in excellent yields and up to 94% ee. The best results were obtained in allylation reactions but methylation, ethylation, benzylation and trimethylsilylation have all been carried out with acceptable ee. 相似文献
6.
Biswanath Das Boyapati Veeranjaneyulu Maddeboina Krishnaiah P. Balasubramanyam 《合成通讯》2013,43(11):1929-1935
A simple and efficient method has been developed for benzylation and allylation of naphthols by treatment of the compounds with benzylic and allylic alcohols, respectively, in the presence of amberlyst-15. Several heterogeneous catalysts were screened for the reaction, and amberlyst-15 was found to be most effective. 相似文献
7.
Efficient zinc-mediated allylation, propargylation, and benzylation of isatin-derived imines were undertaken for the synthesis of 3-substituted 3-aminooxindoles with ≈80% yield. Such alternative approach has efficiently avoided the use of catalysts, severe reaction conditions, multistep procedures, and reaction additives. For exploring and materializing the synthetic utility, different allyl, propargyl, and benzyl bromides were used for generalizing the synthetic route. The structure of the synthesized compounds was established and confirmed by 1H NMR, 13C NMR, FTIR, and mass spectroscopic techniques. 相似文献
8.
Catalyzed by AgNO3, Mg was found for the first time to be able to mediate the coupling reaction between aromatic aldehydes and benzyl bromide or chloride in water. The yields were slightly higher than the recent results for Mg-mediated allylation despite the fact that aqueous benzylation is intrinsically much harder than allylation. It was also found that the coupling reaction was chemoselective for aromatic aldehydes over aliphatic aldehydes, and chemoselective for aromatic aldehydes over aromatic ketones. 相似文献
9.
Trialkylsilyl triflimides generated in situ are unique catalysts for the electrophilic benzylation or allylation of trialkylsilylenol ethers or allyl trialkylsilanes with non-genotoxic alkylating reagents such as benzyl and allyl acetates. In most cases the reactions are fast at room temperature and yields are high. The reaction works particularly well with electron-rich benzyl donors including derivatives of pyrrole, indole and furane. 相似文献
10.
G. Kumaraswamy A. Pitchaiah G. Ramakrishna D.S. Ramakrishna K. Sadaiah 《Tetrahedron letters》2006,47(12):2013-2015
An efficient protocol for the benzylation or allylation of amides using the corresponding benzyl or allyl chlorides as electrophiles under basic conditions with commercially available 5 mol % of [Cu(OH)TMEDA]2Cl2 as catalyst was developed. Under these conditions, unprotected amino acids were benzylated without any racemization. 相似文献
11.
Yukihiro Mitamura Yoshihiro Asada Kei Murakami Hidenori Someya Hideki Yorimitsu Prof. Dr. Koichiro Oshima Prof. Dr. 《化学:亚洲杂志》2010,5(6):1487-1493
Silver salts catalyze the benzylation and allylation of tertiary alkyl bromides with organozinc reagents. The reactions create quaternary carbon centers efficiently. Treatment of gem‐dibromoalkanes with benzylic or allylic zinc reagents under silver catalysis leads to dibenzylation or diallylation. The functional‐group compatibility of the present reactions is wider than that of the previous reactions with Grignard reagents. 相似文献
12.
A highly efficient and environmentally friendly method for catalytic benzylation/allylation of 1,3-dicarbonyl compounds with alcohols has been developed by using Yb(OTf)3 as a catalyst. The reactions proceed smoothly to give the desired products in moderate to excellent yields, mostly at room temperature. The catalyst can be recovered and reused at least six times without visible loss of catalytic activity for such reactions. 相似文献
13.
14.
A dual catalytic decarboxylative allylation and benzylation method for the construction of new C(sp3)–C(sp3) bonds between readily available carboxylic acids and functionally diverse carbonate electrophiles has been developed. The new process is mild, operationally simple, and has greatly improved upon the efficiency and generality of previous methodology. In addition, new insights into the reaction mechanism have been realized and provide further understanding of the harnessed reactivity.A dual catalytic decarboxylative allylation and benzylation method for the construction of new C(sp3)–C(sp3) bonds between readily available carboxylic acids and functionally diverse carbonate electrophiles has been developed. 相似文献
15.
16.
Jinqian Liu Limin Wang Xingzhou Zheng Aili Wang Mengyun Zhu Jianjun Yu Qiang Shen 《Tetrahedron letters》2012,53(14):1843-1846
A simple, inexpensive, environmentally friendly, and highly efficient benzylation and allylation of 1,3-dicarbonyl compounds with sulfonamides in the presence of Yb(OTf)3 is described. Yb(OTf)3 was proved to be a good catalyst for the cleavage of sp3 carbon–nitrogen bond. Various 1,3-dicarbonyl compounds can couple with a broad range of tosyl-activated benzylic and allylic amines to give diversely functionalized products in good to excellent yields. 相似文献
17.
Susmita Podder 《Tetrahedron》2007,63(37):9146-9152
A high-valent heterobimetallic catalyst namely [Ir2(COD)2(SnCl3)2(Cl)2(μ-Cl)2] (5 mol %), or dual catalyst system of [Ir(COD)Cl]2 (1 mol %) and SnCl4 (4 mol %), promotes the benzylation or allylation of arenes and heteroarenes using ethers as the alkylating agents. An electrophilic mechanism is proposed from a Hammett correlation. 相似文献
18.
The rare earth metal and hafnium triflate-catalyzed secondary benzylation and allylation of 1,3-diketones, ketoesters, and ketoamides are described. The procedure was carried out under non-anhydrous conditions. Various 1-phenylethyl cations were generated from substituted 1-phenylethanols using 0.5 mol % of the metal triflates in CH3NO2. The cations reacted with 1,3-diketones and ketoesters to give benzylated products in high yields. Following the GC analysis, the reaction conditions were easily optimized by the selection of catalysts based on the Lewis acidity of the triflates and reaction temperature. A tertiary-alkylated diketone and a corresponding ketoester were also benzylated to afford products with a quaternary carbon atom in 57-84% yield. The ketoamide reactions required stronger Lewis acids than those used in the diketone and ketoester reactions. The reactions of benzylic alcohols possessing various substituents on the aromatic ring and dibenzoylmethane (2b) as a diketone were examined in the presence of Hf(OTf)4. Electron-rich benzylic alcohols reacted with 2b in 86-96% yield, and electron-deficient alcohol gave the desired product in 79-65% yield. Despite possessing a strong electron-withdrawing group, the reaction of 1-(4-nitrophenyl)ethanol gave the corresponding product in 61% yield. It was also possible to use allylic alcohols directly for the allylation of diketone 2b. The catalyst can be recovered by water extraction and reused up to five times. 相似文献
19.
Expedient Iron‐Catalyzed C−H Allylation/Alkylation by Triazole Assistance with Ample Scope 下载免费PDF全文
Dr. Gianpiero Cera Tobias Haven Prof. Dr. Lutz Ackermann 《Angewandte Chemie (International ed. in English)》2016,55(4):1484-1488
Triazole assistance set the stage for a unified strategy for the iron‐catalyzed C?H allylation of arenes, heteroarenes, and alkenes with ample scope. The versatile catalyst also proved competent for site‐selective methylation, benzylation, and alkylation with challenging primary and secondary halides. Triazole‐assisted C?H activation proceeded chemo‐, site‐, and diastereo‐selectively, and the modular TAM directing group was readily removed in a traceless fashion under exceedingly mild reaction conditions. 相似文献
20.
Recyclable ionic Brönsted acid was prepared in nearly quantitative yield by reacting 1-butylimidazole with an equimolar amount of 1,3-propanesultone, followed by treatment with an equimolar amount of trifluoromethanesulfonic acid. The ionic Brönsted acid-catalyzed direct benzylation, allylation and propargylation of 1,3-dicarbonyl compounds with various alcohols in ionic liquid [N-ethyl-N-methyl imidazolium trifluoromethanesulfonate (EMIOTf)], at 100 °C for 3 h proceeded smoothly to give the corresponding products in good to excellent yields without the use of any hazardous or volatile solvents and without any by-product such as salts. Furthermore, tandem benzylation-cyclization-dehydration of 1,3-dicarbonyl compounds to give functionalized 4H-chromenes was also achieved in this catalytic reaction. 相似文献