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Science China Chemistry 2020年第1期63卷 11-15页

作者： Wei Ou Pei-Qiang Huang Department of Chemistry Fujian Provincial Key Laboratory of Chemical Biology College of Chemistry and Chemical Engineering Xiamen University

Aldehydes are perhaps the most versatile compounds that enable many C-C bond forming reactions,which are not amenable for other subclasses of carbonyl *** report the first use of amides as surrogates of aldehydes for C-C bond formation,namely,the direct Knoevenagel-type condensation based on *** one-pot method consists of controlled reduction of an amide with LDBIPA[LiAlH(iBu)2(OiPr)],Lewis acid-mediated release of a reactive iminium ion intermediate,nucleophilic addition,and in situ elimination of *** reaction shows good functional group *** also demonstrated that the Schwartz reagent could be used as an alternative of *** employment of nitromethane and a silyl enol ether as the nucleophiles opens an avenue for the unprecedented amide-based nitro-aldol condensation reaction and aldol condensation reaction,respectively.

关键词： amides Knoevenagel condensation C–C bond formation one-pot reaction amide transformation

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

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Science China Chemistry 2021年第1期64卷 66-71页

作者： Changyu Huang Jinpeng Li Jiaquan Wang Qingshu Zheng Zhenhua Li Tao Tu Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials Department of ChemistryFudan UniversityShanghai 200438China State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic ChemistryChinese Academy of SciencesShanghai 200032China Green Catalysis Center and College of Chemistry Zhengzhou UniversityZhengzhou 450001China

The amide C-N cleavage has drawn a broad interest in synthetic chemistry,biological process and pharmaceutical ***-metal,luxury ligand or excess base were always vital to the ***,we developed a transition-metalfree hydrogen-bond-assisted esterification of amides with only catalytic amount of *** proposed crucial role of hydrogen bonding for assisting esterification was control experiments,density functional theory(DFT)calculations and kinetic *** broad substrate scopes and excellent functional groups tolerance,this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C–N bonds for organic synthesis and pharmaceutical industry.

关键词： amides C–N bond cleavage esterification hydrogen bonding transition-metal-free catalysis

A theoretical study of hydrogen-bonded molecular clusters of sulfuric acid and organic acids with amides

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Journal of Environmental Sciences 2021年第2期33卷 328-339页

作者： Chenpeng Zuo Xianwei Zhao Hetong Wang Xiaohui Ma Siyuan Zheng Fei Xu Qingzhu Zhang Shenzhen Research Institute Shandong UniversityShenzhen 518057China Enuironment Research Institute Shandong UniversityQingdao 266237China

amides,a series of significant atmospheric nitrogen-containing volatile organic compounds(VOCs),can participate in new particle formation(NPF)throught interacting with sulfuric acid(SA)and organic *** this study,we investigated the molecular interactions of formamide(FA),acetamide(AA),N-methylformamide(MF),propanamide(PA),Nmethylacetamide(MA),and N,N-dimethylformamide(DMF)with SA,acetic acid(HAC),propanoic acid(PAC),oxalic acid(OA),and malonic acid(MOA).Global minimum of clusters were obtained through the association of the artificial bee colony(ABC)algorithm and density functional theory(DFT)*** conformational analysis,thermochemical analysis,frequency analysis,and topological analysis were conducted to determine the interactions of hydrogen-bonded molecular *** heterodimers formed a hepta or octa membered ring through four different types of hydrogen bonds,and the strength of the bonds are ranked in the following order:SO-H···O>CO-H···O>N-H···O>C-H···*** also evaluated the stability of the clusters and found that the stabilization effect of amides with SA is weaker than that of amines with SA but stronger than that of ammonia(NH 3)with SA in the dimer formation of nucleation ***,the nucleation capacity of SA with amides is greater than that of organic acids with amides.

关键词： amides Sulfuric acid Organic acids Hydrogen bond Nucleation

Plasma-enabled sensing of urea and related amides on polyaniline

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Frontiers of Chemical Science and Engineering 2016年第2期10卷 265-272页

作者： Harinarayanan Puliyalil Petr Slobodian Michal Sedlacik Ruhan Benlikaya Pavel Riha Kostya (Ken) Ostrikov Uros Cvelbar Jozef Stefan Institute (F4) Jamova cesta 39 1000 Ljubjana Slovenia Jozef Stefan International Postgraduate School Jamova cesta 39 1000 Ljubjana Slovenia Centre of Polymer Systems University Institute Tomas Bata University Trida T. Bati 5678 76001 Zlin Czech Republic Department of Secondary Science and Mathematics Education Faculty of Necatibey Education Balikesir University 10100 Balikesir Turkey Institute of Hydrodynamics Academy of Sciences Pod Patankou 5 166 12 Prague 6 Czech Republic Institute for Future Environments and Institute for Health and Biomedical Innovation School of ChemistryPhysics and Mechanical Engineering Queensland University of Technology Brisbane Queensland 4000 Australia CSIRO-QUT Joint Sustainable Materials and Devices Laboratory Commonwealth Scientific and Industrial Research Organization New South Wales 2070 Australia School of Physics The University of Sydney Sydney New South Wales 2006 Australia

The atmospheric pressure plasma jet （APPJ） was used to enhance the sensitivity of industrially important polyaniline （PANI） for detection of organic vapors from amides. The gas sensing mechanism of PANI is operating on the basis of reversible protonation or deprotonation, whereas the driving force to improve the sensitivity after plasma modifications is unknown. Herein we manage to solve this problem and investigate the sensing mechanism of atmospheric plasma treated PANI for vapor detection of amides using urea as a model. The results from various analytical techniques indicate that the plausible mechanism responsible for the improved sensi- tivity after plasma treatment is operating through a cyclic transition state formed between the functional groups introduced by plasma treatment and urea. This transition state improved the sensitivity of PANI towards 15 ppm of urea by a factor of 2.4 times PANI. This plasma treated compared to the non-treated PANI is promising for the improvement of the sensitivity and selectivity towards other toxic and carcinogenic amide analytes for gas sensing applications such as improving material proces- sing and controlling food quality.

关键词： gas sensing urea PANI amides plasma

Syntheses of amides via iodine-catalyzed multiple sp3 C-H bonds oxidation of methylarenes and sequential coupling with N,N-dialkylformamides

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Science China Chemistry 2014年第8期57卷 1176-1182页

作者： DU BingNan SUN PeiPei Jiangsu Key Laboratory of Biofunctional Materials College of Chemistry and Materials Science Nanjing Normal University Jiangsu Collaborative Innovation Center of Biomedical Functional Materials

The oxidative coupling of methylarenes and N,N-dialkylformamides was developed, and the appropriate reaction conditions were established. By using I2 as the catalyst, and tert-butyl hydroperoxide(TBHP) as the oxidant, the reaction provided N,N-dialkylamides or N-alkylamides with moderate yields via multiple sp3 C-H bonds activation of methylarenes in aqueous and metal-free conditions.

关键词： oxidative coupling iodine-catalyzed methylarenes amides

Palladium-Catalyzed N-Alkylation of amides and Amines with Alcohols Employing the Aerobic Relay Race Methodology

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Chinese Journal of Chemistry 2012年第10期30卷 2322-2332页

作者：余小春姜澜李强谢嫒媛徐清 College of Chemistry and Materials Engineering Wenzhou UniversityWenzhouZhejiang 325035China College of Pharmaceutical Sciences Zhejiang University of TechnologyHangzhouZhejiang 310014China

Possibly because homogeneous palladium catalysts are not typical borrowing hydrogen catalysts and ligands are thus ineffective in catalyst activation under conventional anaerobic conditions, they had not been used in the N-alkylation reactions of amines/amides with alcohols in the past. By employing the aerobic relay race methodol- ogy with Pd-catalyzed aerobic alcohol oxidation being a more effective protocol for alcohol activation, ligand-free homogeneous palladiums are successfully used as active catalysts in the dehydrative N-alkylation reactions, giving high yields and selectivities of the alkylated amides and amines. Mechanistic studies implied that the reaction most probably proceeds via the novel relay race mechanism we recently discovered and proposed.

关键词： palladium catalysis amides amines alcohols N-alkylation reaction aerobic reaction relay racemethodology

A General and Efficient CuBr2-Catalyzed N-Arylation of Secondary Acyclic amides

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Chinese Journal of Chemistry 2012年第10期30卷 2356-2362页

作者：王满刚于华尤心稳吴军商志才 Department of Chemistry Zhejiang UniversityHangzhouZhejiang 310027China

A general and efficient Cu（II）-catalyzed cross-coupling method is reported for the preparation of acyclic tertiary amides. Generally moderate to excellent yields and functional group tolerance were obtained with sec... 详细信息

关键词： copper N-arylation cross-coupling amides aryl halides

Ketone Synthesis by Direct, Orthogonal Chemoselective Hydroacylation of Alkenes with amides: Use of Alkenes as Surrogates of Alkyl Carbanions

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Chinese Journal of Chemistry 2019年第8期37卷 811-816页

作者： Hui Geng Pei-Qiang Huang Department of Chemistry Fujian Provincial Key Laboratory of Chemical BiologyCollege of Chemistry and Chemical EngineeringXiamen UniversityXiamenFujian 361005China

Summary of main observation and conclusion Direct functionalization of alkenes and direct transformation of carboxamides are two exciting areas that have attracted considerable attention in recent *** report herein that secondary amides,the least reactive derivatives of carbonyl compounds,upon activated with triflic anhydride,can serve as effective hydroacylating reagents in partner with alkenes to yield ketones at ambient *** method was applied to the one-step synthesis of racemic *** this method,alkenes serve as surrogates of organometallic reagents,which allows the orthogonal chemoselective *** ready availability of many olefins such as camphene and norbornene permits one-step ketone synthesis that would require several steps by conventional methods.

关键词： Alkenes amides Alkyl Carbanions

Metabolic disorders of fatty acids and fatty acid amides associated with human gastric cancer morbidity

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Chinese Medical Journal 2012年第5期125卷 757-763页

作者： SONG Hu PENG Jun-sheng YAO Dong-sheng LIU Da-ling YANG Zu-li DU Yan-ping XIANG Jun Department of Gastrointestinal Surgery Xuzhou Central Hospital（Affiliated Hospital of Medical College of Southeast University）Xuzhou Jiangsu 221009 China Department of Gastrointestinal Surge% Sixth Affiliated Hospital（Gaslrointestinal ＆ Anal Hospital） Sun Yat-sen University GuangzhouGuangdong 510655 China National Engineering Research Center of Genetic Medicine Ji NanUniversity Guangzhou Guangdong 510632 China

Background Gastric cancer （GC） is one of the most common types of cancer in the world. A change in the metabolism of lipids in tumor cells could lead to the pathogenesis of cancer. In this study, we investigated fat... 详细信息

关键词： gastric cancer fatty acids amides metabolic disorders

Cross-Coupling of Secondary amides with Tertiary amides: The Use of Tertiary amides as Surrogates of Alkyl Carbanions for Ketone Synthesis

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Chinese Journal of Chemistry 2019年第9期37卷 887-891页

作者： Shu-Ren Wang Pei-Qiang Huang Department of Chemistry Fujian Provincial Key Laboratory of Chemical BiologyCollege of Chemistry and Chemical EngineeringXiamen UniversityXiamenFujian 361005China

In recent years,exciting progress has been made in the field of direct transformation of amides,nevertheless,the condensation between two amides remains rare and restricted to homo-coupling ***,we report the cross-coupling of secondary amides with tertiary amides,which provides a synthesis of ketones under mild conditions,and features the use of tertiary amides as surrogates of alkyl *** method relies on the coupling of enamines,generated from tertiary amides by catalytic partial reduction of tertiary amides with Vaska's catalyst,with nitrilium ions,formed in situ from secondary amides via activation with trifluoromethanesulfonic anhydride,and on the subsequent deformylation.

关键词： Secondary amides Tertiary amides Alkyl Carbanions