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中文摘要：
杂原子有机化合物研究是推动有机化学发展的一个重要切入点，有机化学的许多重大突破都与杂原子有机新试剂的发现有关。本项目以含磷、氮、硼、硅、碘等元素的重要杂原子有机化合物为研究对象，探索新型杂原子有机化合物的合成方法、反应性能及其应用。主要研究内容包括具有重要功能的新型杂原子有机化合物的合成和功能研究；杂原子有机化合物新的成键模式和新的反应性研究；具有重要生理活性的含杂原子的天然产物，特别是复杂生物碱的全合成研究。最终目标是发现新试剂和新反应。通过这些研究，将会进一步促进有机化学学科的发展，增强团队的创新能力，提升我国有机化学的国际影响力。
英文摘要：
Heteroatom organic chemistry；catalysts；reagents；synthesis；reactivity
结论摘要：
在过去三年里，杂原子有机化学创新群体紧密结合国际杂原子有机化学的发展趋势，针对杂原子有机化学学科的基本科学问题开展研究，在新型杂原子有机化合物的设计与合成研究，杂原子有机化合物的新反应性研究和杂环天然产物的全合成研究等方面取得了重要进展，为我国杂原子有机化学的学科发展做出了贡献，在国际上也产生了重要影响。取得的主要成果有1）我们以手性螺二氢茚为骨架，发展了多种新型手性膦配体和氮配体及相应的手性螺环催化剂，发现这些手性螺环配体和催化剂在不对称氢化、卡宾对杂原子-氢键的不对称插入等反应中表现出优异的催化性能。2）我们发展了制备B-N杂环的新方法，并用该方法首次合成了系列五芳基取代的B-N杂五元环，还发展了通过卡宾对B-H键的插入反应合成有机硼化合物的新方法。3）我们发展了硅烷与有机胺或醇的催化脱氢偶联反应，为胺基硅烷和有机硅醚这两类重要有机硅单体的合成提供了高效绿色的方法。4）我们发展了多种合成吲哚的新方法，解决了吲哚合成中的选择性差的问题，显著提高了合成效率；将多种生物碱的类似物发展成防治植物病毒病的高活性化合物。5）我们发展了多种以膦叶立德为关键中间体的新型环加成反应，为复杂环状化合物的合成提供了有效的方法。6）我们发展了有机高价碘的合成新方法，进而发展了有机高价碘促进的新型酯化、酰胺化、胺化反应等重要有机合成转化。7）我们利用自己发展的新方法学，实现了多种重要杂环天然产物的高效全合成。三年中，群体发表SCI论文177篇，包括Acc. Chem. Res.，ACIE.，JACS.等IF大于10的论文22篇；出版专著11本（章），申请中国发明专利26项，获得专利授权15项。获得天津市自然科学一等奖1项（2013年），中国化学会“手性化学奖”1项（2012年），“青年化学奖”1项（2012年），天津市青年科技奖1项（2013年）。在项目执行期间，群体成员1人入选Fellow of the Royal Society of Chemistry，1人入选教育部“长江学者”特聘教授，1人入选“国家万人计划-青年拔尖人才”，1人入选教育部“新世纪优秀人才支持计划”，1人获得国家基金委“优秀青年科学基金”资助。
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期刊论文
Chiral bifunctional squaramide catalyzed asymmetric Michael addition of ethyl a-nitroacetate to b,g-
Asymmetric Organocatalytic Cascade Michael/Hemiketalization/Retro-Aldol Reaction of 2-[(E)-2-Nitrovi
Phosphine-Catalyzed Annulations between Modified Allylic Derivatives and Polar Dienes and Substituen
Metal-Free, Stereospecific Bis-Silylation of Functionalized Alkynes with NHC-Supported Silylaminosil
Controllable and efficient oxidation of thioether by 2-iodoxybenzoic acid (IBX) in water: semisynthe
D and E Rings May Not Be Indispensable for Antofine: Discovery ofPhenanthrene and Alkylamine Chain C
Mild and highly efficient metal-free oxidative acyanation of N-acyl/sulfonyl tetrahydroisoquinolines
Enantioselective Synthesis of trans-Dihydrobenzofurans via Primary Amine-Thiourea Organocatalyzed In
Cascade Michael–Intramolecular Transesterification–Elimination Reaction of 3,4-Dihydro-3-nitrochrome
A Mild and Efficient Direct alpha-Amination of beta-Dicarbonyl Compounds Using Iodosobenzene and p-T
N-Heterocyclic Carbene Organocatalysts for Dehydrogenative Coupling of Silanes and Hydroxyl Compound
Recyclable Hypervalent Iodine(III) Reagent Iodosodilactone as an Efficient Coupling Reagent for Dire
Direct asymmetric hydrogenation of a-keto acids by using the highly efficient chiral spiro iridium c
Catalytic Asymmetric Hydrogenation of alpha-Arylcyclohexanones and Total Synthesis of (-)-alpha-Lyco
The First Enantioselective Approach to 13a-Methyl-14-hydroxyphenanthroindolizidine Alkaloids - Synth
Design, Synthesis, and Anti-tobacco Mosaic Virus (TMV) Activity of Phenanthroindolizidines and Their
Design, Synthesis, Anti-Tobacco Mosaic Virus (TMV) Activity, and SARs of 7-Methoxycryptopleurine Der
Enantioselective Organocatalytic Domino Michael/Aldol Reactions: An Efficient Procedure for the Ster
Phosphane-Catalyzed [4+1] Annulation between Nitroalkenes and MoritaBaylis-Hillman Carbonates: Facil
Phosphine-catalyzed formal vinylogous aldol reaction of gamma-methyl allenoates with aldehydes: easy
Design, synthesis, antiviral activity, and SARs of 13a-substituted phenanthroindolizidine alkaloid d
An enantioselective strategy for the total synthesis of (S)-tylophorine via catalytic asymmetric all
Sodium Nitrite-Catalyzed Aerobic Oxidative Csp2 Csp3 Coupling: Direct Construction of the 4-Aryldihy
Synthesis and Antiviral and Fungicidal Activity Evaluation of beta-Carboline, Dihydro-beta-carboline
Rhodium(III)-Catalyzed Alkenylation Reactions of 8-Methylquinolines with Alkynes by C(sp(3))-H Activ
First asymmetric synthesis of Silodosin through catalytic hydrogenation by using Ir-SIPHOX catalysts
Copper-Catalyzed Intramolecular Trifluoromethylation of N-Benzylacrylamides Coupled with Dearomatiza
Kinetic Assay of the Michael Addition-Like Thiol-Ene Reaction and Insight into Protein Bioconjugatio
Copper-catalyzed B-H bond insertion reaction: a highly efficient and enantioselective C-B bond formi
Stereoselective Synthesis of Highly Functionalized Nitrocyclopropanes through the Organocatalyic Mic
Stereocontrolled Construction of the 3,4-Dihydrothiacarbazol-2(9H)-one Skeleton by Using Bifunctiona
Remote Ester Group Leads to Efficient Kinetic Resolution of Racemic Aliphatic Alcohols via Asymmetri
An in situ acidic carbon dioxide/glycol system for aerobic oxidative iodination of electron-rich aro
Phosphine-catalyzed [4+1] annulation of 1,3-(aza)dienes with maleimides: highly efficient constructi
Intramolecular oxo-Diels–Alder rearrangement in collisionally activated dissociation of protonated i
Synthesis, structures, and norbornene polymerization behavior of C(sp3), N-chelated palladacycles be
Phosphine-catalyzed [4+2] annulation and vinylogous addition reactions between 1,4-dien-3-ones and 1
A Simple and Effective Synthesis of Benzolactones and Benzolactams by Noncatalytic Benzylic Oxidatio
Catalytic fixation of CO2 to cyclic carbonates by phosphonium chlorides immobilized on fluorous poly
Novel thiophosphonodiamides as efficient hydrogen bond donor catalysts in tandem Michael additionecy
Reduction of sulfoxides and pyridine-N-oxides over iron powder with water as hydrogen source promote
Highly Efficient SO2 Absorption and Its Subsequent Utilization by Weak Base/Polyethylene Glycol Bina
Divergent Amine-Catalyzed [4+2] Annulation of Morita-Baylis-Hillman Allylic Acetates with Electron-D
Discovery and SARs of Trans-3-Aryl Acrylic Acids and Their Analogs as Novel Anti- Tobacco Mosaic Vir
4-(N,N-Dimethylamino)pyridine Hydrochloride as a Recyclable Catalyst for Acylation of Inert Alcohols
Diastereoselective Synthesis of Functionalized Spirocyclopropyl Oxindoles via P(NMe2)3？Mediated Redu
Use of graphene as a matrix to minimize reduction in the process of matrix-assisted laser desorption
Cascade Electrophilic Iodocyclization: Efficient Preparation of 4-Iodomethyl Substituted Tetrahydro-
Bioinspired Construction of a Spirocyclohexadienone Moiety via Sodium Nitrite Catalyzed Aerobic Intr
A new binol-derived chiral bifunctional phosphine organocatalyst: preparation and application in asy
Selective 15N-labeling of the side-chain amide groups of asparagine and glutamine for applications i
Synthesis, Structures, and Norbornene Polymerization Behavior of o？Aryloxide-Substituted NHC-Ligated
A Convergent and Stereocontrolled Cycloaddition Strategy toward Eudesmane Sesquiterpenoid: Total Syn
Synthesis of Oxazolidin-2-ones and Imidazolidin-2-ones Directly from 1,3-Diols or 3-Amino Alcohols u
Ruthenium Ring-Opening Metathesis Polymerization Catalysts Bearing o- Aryloxide-N-Heterocyclic Carbe
Highly efficient hydrogenation of biomass-derived levulinic acid to gamma-valerolactone catalyzed by
Rh(III)-catalyzed synthesis of 1-aminoindole derivatives from 2-acetyl-1-arylhydrazines and diazo co
Design, synthesis, anti-TMV, fungicidal, and insecticidal activity evaluation of 1,2,3,4-tetrahydro-
Synthesis of Optically Active 2H-ThiopyranoACHTUNGTRENUNG[2,3-b]quinolines with Three Contiguous Ste
Highly Chemoselective Rauhut-Currier Reaction between Maleimides and Enones and Dual Phosphine-Media
Bifunctional Squaramide-Catalyzed One-Pot Sequential Michael Addition/Dearomative Bromination: Conve
Design of task-specific ionic liquids for catalytic conversion of CO2 with aziridines under mild con
Collective Asymmetric Synthesis of (-)-Antofine, (-)-Cryptopleurine, (-)-Tylophorine, and (-)-Tylocr
Regioselective Ortho Olefination of Aryl Sulfonamide via Rhodium- Catalyzed Direct C？H Bond Activati
Lewis Acid Catalyzed Formal Intramolecular [3+2] Cross-Cycloaddition of Cyclopropane 1,1-Diesters wi
An Enantioselective Strategy for the Synthesis of (S)-Tylophorine via One-Pot Intramolecular Schmidt
Equimolar Carbon Absorption by Potassium Phthalimide and In Situ Catalytic Conversion Under Mild Con
Design, Synthesis, and Antiviral, Fungicidal, and Insecticidal Activities of Tetrahydro-β-carboline-
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