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PALLADIUM-CATALYZED ARYLATION OF α-CYANOSULFONES UNDER PHASE TRANSFER CONDITIONS
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作者 Xian HUANG Shan Hui JIANG Department of Chemistry,Hangzhou University,Hangzhou 310028 《Chinese Chemical Letters》 SCIE CAS CSCD 1993年第4期317-318,共2页
(?)-Aryl-(?)-cyanosulfones are prepared under mild conditions with good yields by using palladium-catalyzed coupling reaction between aryl halides and (?)-cyanosulfones in the presence of phase transfer catalyst.
关键词 palladium-catalyzed arylATION OF CYANOSULFONES UNDER PHASE TRANSFER CONDITIONS
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Copper-catalyzed C(sp)-H aryl amination enables modular synthesis of quinolines and 2-quinolinones
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作者 Yang Gao Haixia Li +5 位作者 Simin Yang Yanping Huo Qian Chen Xianwei Li Zhe Wang Xiao-Qiang Hu 《Science China Chemistry》 SCIE EI CAS CSCD 2024年第2期595-603,共9页
Herein,we disclose a novel copper-catalyzed C(sp)-H aryl amination of terminal alkynes with anthranils,enabling the rapid generation of highly reactive secondary N-aryl ynamines for the modular synthesis of structural... Herein,we disclose a novel copper-catalyzed C(sp)-H aryl amination of terminal alkynes with anthranils,enabling the rapid generation of highly reactive secondary N-aryl ynamines for the modular synthesis of structurally diverse C2-substituted quinolines and 2-quinolinones.The in-situ formed carbonyl-ynamines are prone to tautomerize to carbonyl-ketenimines,which can efficiently react with a series of nucleophiles,including amines,alcohols,phenols,thiols,thiophenols,active-methylene compounds,and even water to produce various quinoline derivatives with the generation of H_(2)O as a sole and green byproduct.This method also unlocks a practical route to create various quinoline-fused heterocycles and can be successfully applied to the late-stage modification of complex molecules and the concise synthesis of bioactive targets.Mechanistic studies reveal a coppercatalyzed inner-sphere nitrene transfer process by using anthranils as novel aryl nitrene precursors. 展开更多
关键词 copper catalysis anthranils C(sp)-H aryl amination carbonyl-ketenimines QUINOLINES
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Enhanced catalytic degradation process of o-nitrochlorobenzene by palladium-catalyzed Fe^0 particles 被引量:2
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作者 XU Xin-hua ZHOU Hong-yi +1 位作者 ZHOU Mi WANG Da-hui 《Journal of Environmental Sciences》 SCIE EI CAS CSCD 2005年第5期849-852,共4页
Over Pd/Fe bimetallic catalyst, o-nitrochlorobenzene(o-NCB), at a concentration of 20 mg/L in aqueous solutions, is rapidly converted to o-chloroaniline(o-CAN) first, and then quickly dechlorinated to aniline(AN... Over Pd/Fe bimetallic catalyst, o-nitrochlorobenzene(o-NCB), at a concentration of 20 mg/L in aqueous solutions, is rapidly converted to o-chloroaniline(o-CAN) first, and then quickly dechlorinated to aniline(AN) and Cl^- , without other intermediate reaction products. The aminated and dechlorinated reactions are believed to take place on the surface site of the Pd/Fe. The o-NCB removal efficiency and the next dechlorination rate increase with an increase of bulk loading of palladium and catalysts addition due to the increase of both the surface loading of palladium and the total surface area. These results indicate that reduction, amination and dechlorination of o- NCB by palladium-catalyzed Fe^0 particles, can be designed for remediation of contaminated groundwater. 展开更多
关键词 palladium-catalyzed Fe^0 amination dechlornation o-NCB
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Photo-induced reductive cross-coupling of aldehydes, ketones and imines with electron-deficient arenes to construct aryl substituted alcohols and amines 被引量:1
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作者 Zan Liu Xiaolei Nan +6 位作者 Tao Lei Chao Zhou Yang Wang Wenqiang Liu Bin Chen Chenho Tung Lizhu Wu 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 北大核心 2018年第3期487-494,共8页
Umpolung reactions of C=X bonds(X=O,N)are valuable ways of constructing new C–C bonds,which are sometimes difficult to be constructed using traditional synthetic pathways.Classical polarity inversion of C=X bonds(X=O... Umpolung reactions of C=X bonds(X=O,N)are valuable ways of constructing new C–C bonds,which are sometimes difficult to be constructed using traditional synthetic pathways.Classical polarity inversion of C=X bonds(X=O,N)usually requires air or moisture‐sensitive and strong reducing agents,which limit the feasibility of substrate scope.Herein we describe a photo‐induced reductive cross‐coupling reaction of aldehydes,ketones and imines with electron‐deficient arenes(aromatic nitriles)using fac‐Ir(ppy)3as a photocatalyst and diisopropylethylamine(DIPEA)as a terminal reductant under visible light irradiation.Mild conditions and high yields mean that this new polarity inversion strategy can be used with aryl‐substituted alcohols and amines.Spectroscopic studies and control experiments have demonstrated the oxidative quenching of Ir(ppy)3*by electron‐deficient arenes involved in the key step for the C–C bond formation. 展开更多
关键词 aryl substituted alcohols and amines Radical‐radical cross coupling Polarity reversal Photocatalysis arylation
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THE REACTION OF BENZOYL SUBSTITUTED HETEROCYCLIC KETENE AMINALS WITH ARYL AZIDES.A FACILE APPROACH TO SYNTHSIZE 1,5-DIARYL-4-(2-IMIDAZOLINYL)-1,2,3-TRIAZOLES 被引量:3
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作者 Zhi Tang HUANG Mei Xiang WANG Institute of Chemistry,Academia Sinica,Beijing,PR of China 《Chinese Chemical Letters》 SCIE CAS CSCD 1990年第1期5-8,共4页
Heterocyclic ketene aminals 1 react with aryl azides 2 to give the titled compounds 3,and in some cases also with the formation of fused heterocycles 4.
关键词 IMIDAZOLINYL THE REACTION OF BENZOYL SUBSTITUTED HETEROCYCLIC KETENE aminALS WITH aryl AZIDES.A FACILE APPROACH TO SYNTHSIZE 1 5-DIaryl-4 TRIAZOLES
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Microwave-assisted chemoselective copper-catalyzed amination of o-chloro and o-bromobenzoic acids using aromatic amines under solvent free conditions 被引量:2
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作者 Yaghoub Sarrafi Manijeh Mohadeszadeh Kamal Alimohammadi 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第7期784-788,共5页
Copper-catalyzed synthesis of N-aryl anthranilic acid derivatives using effective amination of 2-chloro and 2-bromobenzoic acid under microwave irradiation is reported. Some of the advantages of this method are high c... Copper-catalyzed synthesis of N-aryl anthranilic acid derivatives using effective amination of 2-chloro and 2-bromobenzoic acid under microwave irradiation is reported. Some of the advantages of this method are high chemoselectivity, short reaction times, ease of work up procedure and elimination of the need for acid protection. 2009 Published by Elsevier B.V. on behalf of Chinese Chemical Society. 展开更多
关键词 MICROWAVE-ASSISTED COPPER-CATALYZED Solvent free amination N-aryl anthranilic acid
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钯催化合成N-芳基-γ-胺基-γ-丁内酰胺类化合物
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作者 鲍峰玉 刘兴源 +1 位作者 张婉 李志 《合成化学》 CAS 2024年第8期705-710,共6页
γ-丁内酰胺是很多具有生物活性、药物活性化合物的核心结构单元。已报道的由过渡金属催化,直接合成N-芳基-γ-胺基-γ-丁内酰胺类化合物的反应,存在必须使用过氧化物、操作不便的局限性。以10%(物质的量分数,下同)Pd/C为催化剂,将芳香... γ-丁内酰胺是很多具有生物活性、药物活性化合物的核心结构单元。已报道的由过渡金属催化,直接合成N-芳基-γ-胺基-γ-丁内酰胺类化合物的反应,存在必须使用过氧化物、操作不便的局限性。以10%(物质的量分数,下同)Pd/C为催化剂,将芳香胺和N-甲基吡咯烷酮在空气气氛下的二甲苯中于100℃反应24 h得到N-芳基-γ-胺基-γ-丁内酰胺类化合物(3a~3g),产率高达91%。经过核磁氢谱、碳谱和高分辨质谱分析,产物的结构得到确证。 展开更多
关键词 催化 合成 芳香胺 N-甲基吡咯烷酮 氧化胺化 γ-丁内酰胺
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Electrochemical Palladium-Catalyzed Intramolecular C-H Amination of 2-Amidobiaryls for Synthesis of Carbazoles 被引量:1
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作者 Qingqing Wang Xiaojing Zhang +3 位作者 Pan Wang Xinlong Gao Heng Zhang Aiwen Lei 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2021年第1期143-148,共6页
The synthesis of carbazoles based on the electrochemical Pd-catalyzed intramolecular C-H amination of 2-amidobiaryls through oxidative cross coupling has been achieved under mild reaction conditions.The reaction can b... The synthesis of carbazoles based on the electrochemical Pd-catalyzed intramolecular C-H amination of 2-amidobiaryls through oxidative cross coupling has been achieved under mild reaction conditions.The reaction can be carried out in undivided cell without the addition of external chemical oxidant.Besides good functional group compatibility,the desired carbazoles can be scaled up and modified easily.Compared with previous methods,this protocol affords a simple and sustainable avenue for the construction of car-bazoles. 展开更多
关键词 ELECTROSYNTHESIS palladium-catalyzed Cross coupling amination CARBAZOLES
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多取代芳基重氮盐环合芳基五唑的过程研究
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作者 刘力乐 秦丰 +3 位作者 王钲鑫 王鹏飞 胡炳成 孙呈郭 《现代化工》 CAS CSCD 北大核心 2024年第S02期140-145,共6页
重氮盐与叠氮化合物经[3+2]环加成反应是构建五唑环的关键步骤。以对氨基苯酚、2-甲基-4-氨基苯酚和2,6-二甲基-4-氨基苯酚盐酸盐为原料,采用低温提取方法分离得到相应的盐酸重氮盐、硫酸重氮盐及四氟硼酸重氮盐固体,并通过光谱、质谱... 重氮盐与叠氮化合物经[3+2]环加成反应是构建五唑环的关键步骤。以对氨基苯酚、2-甲基-4-氨基苯酚和2,6-二甲基-4-氨基苯酚盐酸盐为原料,采用低温提取方法分离得到相应的盐酸重氮盐、硫酸重氮盐及四氟硼酸重氮盐固体,并通过光谱、质谱和扫描电子显微镜等确定其结构特征和形貌。热稳定性研究表明,随着苯环上羟基邻位上甲基取代个数的增加,所合成的重氮盐热稳定性越差,但四氟硼酸重氮盐的稳定性优于硫酸重氮盐和盐酸重氮盐。采用紫外光谱定性分析了不同重氮盐与叠氮化钠反应制备芳基的产率变化,结果表明,重氮盐的稳定性与其合成的芳基五唑收率呈反比关系,稳定性较差的3,5-二甲基-4-羟基苯基重氮盐酸盐合成的芳基五唑收率最好,当反应温度高于-30℃时芳基五唑的收率降低,所以合成芳基五唑温度应控制在-30℃及以下。 展开更多
关键词 多取代芳胺 重氮化盐 热稳定性 芳基五唑
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过渡金属催化卤代芳烃合成苯胺类化合物的研究进展
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作者 宋戈洋 薛东 李刚 《大学化学》 CAS 2024年第2期321-329,共9页
苯胺类化合物是一种重要的有机中间体和基本化工原料,广泛应用于医药、农药、染料和功能材料等研究领域。发展高效、绿色的合成苯胺类化合物一直是备受关注的研究热点之一。过去数十年,过渡金属催化卤代芳烃合成苯胺类化合物的研究由于... 苯胺类化合物是一种重要的有机中间体和基本化工原料,广泛应用于医药、农药、染料和功能材料等研究领域。发展高效、绿色的合成苯胺类化合物一直是备受关注的研究热点之一。过去数十年,过渡金属催化卤代芳烃合成苯胺类化合物的研究由于具有底物适用广泛、官能团兼容性好及高的反应选择性等优点,引起了化学家的研究兴趣与关注。本文综述了过渡金属催化卤代芳烃合成苯胺类化合物的研究进展,主要内容包括:(1)钯催化卤代芳烃合成苯胺类化合物;(2)铜催化卤代芳烃合成苯胺类化合物;(3)镍催化卤代芳烃合成苯胺类化合物。 展开更多
关键词 过渡金属催化 苯胺类化合物 卤代芳烃 胺化反应
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Palladium-Catalyzed Tandem Cyclization Strategy for the Assembly of 3-Halo-1,2,5-triarylpyrroles from N-Alkylanilines and Haloalkynes 被引量:1
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作者 Songjia Fang Huanfeng Jiang Wanqing Wu 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2023年第2期181-187,共7页
This report discloses a distinctive palladium-catalyzed sequential tandem cyclization reaction of two molecular haloalkynes and one molecular N-alkylanilines,leading to the efficient assembly of various 3-halo-1,2,5-t... This report discloses a distinctive palladium-catalyzed sequential tandem cyclization reaction of two molecular haloalkynes and one molecular N-alkylanilines,leading to the efficient assembly of various 3-halo-1,2,5-triarylpyrrole derivatives.Two carbon-carbon tri-ple bonds and one carbon-halogen bond in two molecular haloalkynes are transformed conveniently in one single step,which may involve the aminoalkynylation of haloalkyne and cyclization of the newly formed enyne intermediate.The high chemo-and regiose-lectivities,good functional group tolerance and late-stage modification of the halopyrrole products further illustrate the synthetic value of this strategy. 展开更多
关键词 palladium-catalyzed Haloalkynes N-Alkylanilines CYCLIZATION Halopyrroles aminES INSERTION Synthetic methods
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N-甲基-N-芳基丙烯酰胺的合成研究
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作者 周希 《浙江化工》 CAS 2024年第5期13-19,共7页
目的:研究一种高效合成N-甲基-N-芳基丙烯酰胺的方法。方法:2-甲基丙烯酰氯与含各种取代基的芳香胺发生亲核加成反应生成相应的丙烯酰胺,丙烯酰胺在氢化钠存在下与碘甲烷发生取代反应生成N-甲基-N-芳基丙烯酰胺。结果:以中等到良好的产... 目的:研究一种高效合成N-甲基-N-芳基丙烯酰胺的方法。方法:2-甲基丙烯酰氯与含各种取代基的芳香胺发生亲核加成反应生成相应的丙烯酰胺,丙烯酰胺在氢化钠存在下与碘甲烷发生取代反应生成N-甲基-N-芳基丙烯酰胺。结果:以中等到良好的产率合成了一系列含各种不同取代基的N-甲基-N-芳基丙烯酰胺。结论:该方法操作简单,产率较高,底物适用范围广。 展开更多
关键词 光氧化还原 亲核加成 芳香胺 丙烯酰氯 N-甲基-N-芳基丙烯酰胺
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SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF POLY(ARYL IMINO)CONTAINING ACRIDINE UNITS(PAIA)
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作者 张林 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 2009年第6期851-856,共6页
1,4-Bis-(4-bromobenzoyl)benzene and proflavine,3,6-diaminoacridine free base were synthesized first.Using 1,4- bis-(4-bromobenzoyl)benzene and proflavine,3,6-diaminoacridine free base as the monomers,poly(aryl imino) ... 1,4-Bis-(4-bromobenzoyl)benzene and proflavine,3,6-diaminoacridine free base were synthesized first.Using 1,4- bis-(4-bromobenzoyl)benzene and proflavine,3,6-diaminoacridine free base as the monomers,poly(aryl imino) containing acridine units(PAIA) was synthesized via palladium-catalyzed amination.The structure of PAIA was characterized by means of FTIR,~1H-NMR spectroscopy and elemental analysis,the results show an agreement with the proposed structure.The UV absorption and photoluminescence spectra were t... 展开更多
关键词 Poly(aryl imino) Acridine unite palladium-catalyzed amination PHOTOLUMINESCENCE
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An Efficient FeCl<sub>3</sub>Catalyzed Synthesis of N,N’-Diarylformamidines
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作者 Pushkin Chakraborty Subhas C. Roy 《Green and Sustainable Chemistry》 2013年第1期26-30,共5页
An efficient FeCl3 catalyzed synthesis of N,N’-diarylformamidines using triethylorthoformate (1 equivalent) and primary aryl amines (2 equivalents) at ambient temperature has been described. This methodology provides... An efficient FeCl3 catalyzed synthesis of N,N’-diarylformamidines using triethylorthoformate (1 equivalent) and primary aryl amines (2 equivalents) at ambient temperature has been described. This methodology provides an eco-friendly and simple procedure without using any hazardous and expensive chemicals. 展开更多
关键词 FE(III) CHLORIDE Diarylformamidines aryl aminES Triethylorthoformate
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Palladium-catalyzed amination of chloro-substituted 5-nitropyrimidines with amines
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作者 Meng-Meng Liu Qiong Mei +2 位作者 Yi-Xiao Zhang Peng Bai Xiang-Hai Guo 《Chinese Chemical Letters》 SCIE CAS CSCD 2017年第3期583-587,共5页
A concise and efficient approach was developed for the synthesis of mono-substituted and di-substituted pyrimidines products via palladium-catalyzed amination of chloro-substituted 5-nitropyrimidines and amines. This ... A concise and efficient approach was developed for the synthesis of mono-substituted and di-substituted pyrimidines products via palladium-catalyzed amination of chloro-substituted 5-nitropyrimidines and amines. This synthetic methodology can produce various di-substituted pyrimidines in high yields with good functional group tolerance, and provide a complementary tool for the syntheses of important intermediates of nucleosides and purines with bioactivities. 展开更多
关键词 Pd-catalyzed C–N coupling reaction aryl halide amines Pyrimidines
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吡咯烷-2-酮化合物的合成 被引量:1
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作者 李金辉 赵敏 陈建中 《化学试剂》 CAS 北大核心 2023年第10期138-148,共11页
以常见的苯乙酮为起始原料,通过盐酸羟胺的加成形成肟,部分肟在钯碳/氢气的条件下直接还原以较好产率得到相应伯胺;另一部分难以直接还原的肟,通过二苯基氯化膦的修饰,随后用硼氢化钠还原、氯化氢脱保护可得到一系列相应的伯胺。最后伯... 以常见的苯乙酮为起始原料,通过盐酸羟胺的加成形成肟,部分肟在钯碳/氢气的条件下直接还原以较好产率得到相应伯胺;另一部分难以直接还原的肟,通过二苯基氯化膦的修饰,随后用硼氢化钠还原、氯化氢脱保护可得到一系列相应的伯胺。最后伯胺在碱性条件下与4-氯丁酰氯进行环化反应,以良好产率得到广泛用于生物活性物质的N-(1′-芳基烷基)-2-吡咯烷酮化合物。目标产物结构通过1HNMR、13 CNMR、HRMS-ESI等方式表征。 展开更多
关键词 吡咯烷-2-酮 芳基烷基酮 芳基烷基酮肟 N-(二苯基膦酰基)-亚胺 伯胺
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手性叔胺脲催化靛红亚胺与苯胺的不对称aza-Mannich反应 被引量:1
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作者 姜惠婷 李昕潞 +2 位作者 金言 王黎明 金瑛 《化学研究与应用》 CAS 北大核心 2023年第3期640-644,共5页
报道了Takemoto型手性(硫)脲催化靛红亚胺与苯胺的不对称aza-Mannich反应。在0.1 mmol反应量下,筛选出最佳催化剂体系为:10 mol%催化剂N-[3,5-二(三氟甲基)苯基]-N′-[(1S,2S)-2-(二甲氨基)环己基]脲1d,1 mL乙醚,0℃反应。以71~82%的收... 报道了Takemoto型手性(硫)脲催化靛红亚胺与苯胺的不对称aza-Mannich反应。在0.1 mmol反应量下,筛选出最佳催化剂体系为:10 mol%催化剂N-[3,5-二(三氟甲基)苯基]-N′-[(1S,2S)-2-(二甲氨基)环己基]脲1d,1 mL乙醚,0℃反应。以71~82%的收率和最高达97%ee获得系列手性3-N,N′-靛红缩酮。 展开更多
关键词 Takemoto型(硫)脲衍生物 不对称催化 aza-Mannich反应 手性缩酮 靛红亚胺
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Copper-Catalyzed Amination of Aryl Halides with Aqueous Ammonia under Mild Conditions 被引量:3
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作者 Zhengjun Quan 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2013年第4期501-506,共6页
A Cu(I) generated in situ from CuSO4.5H2O/sodium ascorbate catalyzed cross-coupling reaction of aryl halides with aqueous ammonia for the synthesis of primary aromatic amines has been developed. Key to the success i... A Cu(I) generated in situ from CuSO4.5H2O/sodium ascorbate catalyzed cross-coupling reaction of aryl halides with aqueous ammonia for the synthesis of primary aromatic amines has been developed. Key to the success in- cluded the application of aqueous ammonia under a homogeneous condition. 展开更多
关键词 amination aqueous ammonia copper catalysis aryl halides primary anilines
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β-氰基取代的α,β-不饱和7-氮杂吲哚啉酰胺类化合物的简便合成 被引量:1
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作者 杨萍 葛真真 +5 位作者 王浩宇 王振华 袁伟成 陈明丰 周鸣强 陈永正 《合成化学》 CAS 2023年第6期422-428,共7页
α,β-不饱和酰胺类化合物的研究是合成领域的研究热点。氰基是羰基、卤素等多种官能团的生物电子等排体,可以增强药物小分子与靶标蛋白的相互作用,因此发展新颖的方法来合成β-氰基取代的α,β-不饱和7-氮杂吲哚啉酰胺类化合物具有重... α,β-不饱和酰胺类化合物的研究是合成领域的研究热点。氰基是羰基、卤素等多种官能团的生物电子等排体,可以增强药物小分子与靶标蛋白的相互作用,因此发展新颖的方法来合成β-氰基取代的α,β-不饱和7-氮杂吲哚啉酰胺类化合物具有重要意义。以廉价易得的芳基乙腈和乙醛酸为起始原料,室温条件下经Knoevenagel缩合反应、酸胺缩合反应,首次顺利合成了19个结构新颖的β-氰基取代的α,β-不饱和7-氮杂吲哚啉酰胺化合物,两步反应分离收率为51%~77%,化合物结构经^(1)H NMR、^(13)C NMR和HR-MS(ESI)表征,并进行了熔点测定。该合成方法具有反应条件温和,产率良好,后处理简单以及底物普适性好等优点。 展开更多
关键词 芳基乙腈 乙醛酸 不饱和7-氮杂吲哚啉 KNOEVENAGEL缩合反应 酸胺缩合反应 合成
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Amination of electron deficient aryl chlorides promoted by nano sized Mg(OH)_2 under transition metals free condition 被引量:2
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作者 Zhi Hao Cui Zi Hui Meng +6 位作者 Yan Qing Mi Peng Wang Qi Wang Lin Man Zhao Ke Jian Cui Fang Yu Zhi Bin Xu 《Chinese Chemical Letters》 SCIE CAS CSCD 2012年第2期137-140,共4页
This paper presents the amination reactions of electron deficient aryl chlorides promoted by Mg(OH)_2 without transition metals. Only using stoichiometric amount of nano sized Mg(OH)_2,good to moderate isolated yi... This paper presents the amination reactions of electron deficient aryl chlorides promoted by Mg(OH)_2 without transition metals. Only using stoichiometric amount of nano sized Mg(OH)_2,good to moderate isolated yields could be achieved in N-methylpyr-rolidone (NMP) after 24 h at 150℃. 展开更多
关键词 Anination Electron deficient aryl chloride Cyclic secondary amines Nano sized Magnesium hydroxide
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