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介绍了吲哚及其衍生物的合成方法,进一步对以苯胺及其同系物为原料分别与炔烃、环氧乙烷、乙二醇反应合成吲哚及其衍生物的方法进行了总结,重点阐述了苯胺和乙二醇体系合成吲哚及其衍生物的优缺点,并对反应机理进行了分析汇总。基于文献分析发现,以乙二醇和苯胺合成吲哚的反应机理尚不明确,且存在反应温度较高、催化剂失活严重、收率和选择性有待提高等问题,故进一步提出对以乙二醇和苯胺为原料合成吲哚的反应进行研究,以期在阐明反应机理的基础上实现吲哚的高效合成,为乙二醇的高值转化提供有效途径。 相似文献
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以Brφnsted酸性离子液体[HSO3-bpy][HSO4]为催化剂,将吲哚或取代吲哚与α,β-不饱和酮在乙腈中于80℃下反应3 h,以92%~98%的产率制备了一系列的β-吲哚酮.该方法简便易行且产率高.催化剂离子液体对环境友好,并可循环使用. 相似文献
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以BrΦnsted酸性离子液体[HSO3-bpy][HSO4]为催化剂, 将吲哚或取代吲哚与α,β-不饱和酮在乙腈中于80 ℃下反应3 h, 以92%~98%的产率制备了一系列的β-吲哚酮. 该方法简便易行且产率高. 催化剂离子液体对环境友好, 并可循环使用. 相似文献
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采用浸渍法,制备了用于合成吲哚的Cu/SiO2催化剂,研究了不同载体和活性组分Cu对苯胺和乙二醇一步合成吲哚反应的催化活性,发现γ-Al2O3、活性炭、Na-Y,SiO2-MgO、MCM41、SiO26种载体中,SiO2是最好的载体;催化剂活性组分Cu含量为0.78mmol/gSiO2时,吲哚的收率高达88%,考察了水蒸汽、氢气、反应温度及接触时间等因素对反应性能的影响,并对催化剂进行了TG测试,得到了Cu/Sio2催化剂催化合成吲哚适应反应条件。 相似文献
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RuCl?·3H?O was found to be an effective catalyst for reactions of indoles, 2-methylthiophene, and 2-methylfuran with aldehydes to afford the corresponding bis(indolyl)methanes, bis(thienyl)methanes, and bis(fur-2-yl)methanes in moderate to excellent yields. Experimental results indicated that mono(indolyl)methanol is not the reaction intermediate under these reaction conditions. 相似文献
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Da-Wei Zhang Yu-Min Zhang Yi-Liang Zhang Tian-Qi Zhao Hong-Wei Liu Yuan-Ming Gan Qiang Gu 《Chemical Papers》2015,69(3):470-478
An efficient synthesis of bis(indolyl)methanes was developed. Bis(indolyl)methanes were synthesized starting from various aromatic aldehydes with indole under microwave irradiation and solvent-free conditions (85–98 %). Solid support SiO2 was found to possess favorable catalytic and dispersancy parameters for the condensation reaction. Moreover, novel bis(indolyl)methanes containing an isoxazole ring were synthesized via this method in excellent yields (> 94 %) using 3-substituted isoxazole-5-carbaldehydes and indole. 相似文献
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José Barluenga Amadeo Fernández Félix Rodríguez Francisco J. Fañanás 《Journal of organometallic chemistry》2009,694(4):546-901
A new site-selective hydroarylation reaction of alkynes catalyzed by gold complexes and directed by an internal hydroxyl group has been developed. Thus, the treatment of 3-butyn-1-ol derivatives with indoles and a catalytic amount of an in situ formed cationic gold complex leads to the formation of bis(indolyl)alkane derivatives. Particularly interesting is the reaction with terminal alkynes as the double addition of the indol occurs at the terminal carbon of the triple bond. The reaction conditions are very mild and the final bis(indolyl)alkanes are obtained in high yields. 相似文献
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Manickam Bakthadoss Anthonisamy Devaraj Jayakumar Srinivasan 《Journal of heterocyclic chemistry》2015,52(2):418-424
In this article, a simple method for the synthesis of bis(di(indolyl)aryl)methanes is described. The iodine‐catalyzed (5 mol %) reaction of indoles with various bis(salicylaldehyde) derivatives affords the bis(di(indolyl)aryl)methanes in excellent yields. The reaction works well under mild reaction condition with shorter reaction time. 相似文献
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J. Jon Paul Selvam M. Srinivasulu N. Suryakiran V. Suresh S. Malla Reddy 《合成通讯》2013,43(11):1760-1767
A mild and efficient synthesis of bis(indolyl) methanes by the reaction of indoles with various aldehydes at room temperature in the presence of a catalytic amount of a La(NO3)3 · 6H2O afforded the corresponding bis(indolyl) methanes in excellent yields under solvent‐free conditions. 相似文献
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Minoo Dabiri Peyman Salehi Mostafa Baghbanzadeh Yasamin Vakilzadeh Shadi Kiani 《Monatshefte für Chemie / Chemical Monthly》2007,12(2):595-597
Bis(indolyl)methanes were synthesized by the reaction of indole derivatives and aromatic and aliphatic aldehydes in the presence
of diammonium hydrogen phosphate as a solid catalyst under solvent-free conditions. This methodology offers significant improvements
for the synthesis of bis(indolyl)methanes with regard to the yield of products, simplicity in operation, and green aspects
by avoiding toxic catalysts and solvents. 相似文献
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Anhydrous ZnCl2 mediated convenient, one-pot synthesis of 3-arylmethyl and diarylmethyl indoles was accomplished in good yields. Under reaction condition, in situ formation of kinetically stable bis(indolyl)methane product was identified. Its subsequent conversion to the thermodynamically stable 3-diarylmethyl indole at elevated temperature and pressure was confirmed by carrying out pressure tube reaction with bis(indolyl)methane. 相似文献
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Minoo Dabiri Peyman Salehi Mostafa Baghbanzadeh Yasamin Vakilzadeh Shadi Kiani 《Monatshefte für Chemie / Chemical Monthly》2007,138(6):595-597
Summary. Bis(indolyl)methanes were synthesized by the reaction of indole derivatives and aromatic and aliphatic aldehydes in the presence
of diammonium hydrogen phosphate as a solid catalyst under solvent-free conditions. This methodology offers significant improvements
for the synthesis of bis(indolyl)methanes with regard to the yield of products, simplicity in operation, and green aspects
by avoiding toxic catalysts and solvents. 相似文献
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G.V.M. Sharma J. Janardhan Reddy P. Sree Lakshmi Palakodety Radha Krishna 《Tetrahedron letters》2004,45(41):7729-7732
A practical and efficient electrophilic substitution reaction of indoles with a variety of aldehydes was carried out using catalytic trichloro-1,3,5-triazine (10 mol %) in acetonitrile to furnish the corresponding bis(indolyl)methanes in excellent yields. Similarly, sugar derived aldehydes gave hitherto unknown bis(indolyl)glycoconjugates in very good yields. 相似文献
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Mona Hosseini‐Sarvari 《合成通讯》2013,43(6):832-840
Efficient electrophilic substitution reactions of indoles with various aromatic aldehydes were carried out using a catalytic amount of ZnO under solvent‐free conditions to afford the corresponding bis(indolyl)methanes in excellent yields. Among the various methods published for the synthesis of bis(indolyl)methane, ZnO is a very cheap, environmentally friendly, and reusable catalyst that can be used for synthesis of a new range of bis(indolyl)methane derivatives. 相似文献