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cyclopropanation Versus Deoxygenation in the Reactions of Halocarbenes with pre-Aromatic Ketones

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Chinese Chemical Letters 1999年第4期10卷 271-272页

作者： Wang, HX Zhang, GJ Gu, WX Huan, ZW Cheng, JP Nankai Univ Dept Chem Tianjin 300071 Peoples R China

The reactions of halocarbenes with pre-aromatic ketones 1, 2 resulted in cyclopropanation and deoxygenation products. The varying product ratio could be accounted for by a mechanism involving the carbonyl ylide interm... 详细信息

关键词： halocarbene deoxygenation cyclopropanation mechanism

Palladium-catalyzed oxidative cyclopropanation of enamides and norbornenes initiated by C–H activation

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Science China Chemistry 2018年第6期61卷 695-701页

作者： Ming Chen Mi-Na Zhao Yao-Du Zhang Zhi-Hui Ren Zheng-Hui Guan Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education Department of Chemistry & Materials Science Northwest University Shaanxi Key Laboratory of Phytochemistry College of Chemistry and Chemical Engineering Baoji University of Arts and Sciences

A novel palladium-catalyzed oxidative cyclopropanation of enamides and norbornenes has been developed. The reaction proceeded through palladium-catalyzed vinyl C–H bond activation of enamides followed by two migratory insertions, β-(N)H elimination and hydrolyzation cascade steps. The reaction tolerates a range of functional groups and provides an effective method for the synthesis of cyclopropane-fused norbornanes in good yields under mild conditions.

关键词： palladium-catalyzed cyclopropanation C–H activation enamides norbornenes

K3PO4-Promoted cyclopropanation of Electron-deficient Alkenes with 2-Bromo-1,3-Propanedione Compounds

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Chemical Research in Chinese Universities 2019年第6期35卷 1002-1007页

作者： CHEN Zhanguo WEN Ting HOU Dan Key Laboratory for Macromolecular Science of Shaanxi Province School of Chemistry and Chemical EngineeringShaanxi Normal UniversityXi'an 710119P.R.China

An easy and efficient method for the synthesis of multisubstituted cyclopropane derivatives from electron-deficicent alkenes with 2-bromo-1,3-propanedione compounds was *** this method,ethylα-cyanocinnamate derivatives 1 andβ,β-dicyanostyrene derivatives 4 can all smoothly reacted with 2-bromo-1,3-propanedione compounds 2 to afford the corresponding multisubstituted cyclopropane derivatives 3 and 5 in good to excellent yields(up to 100%)promoted by anhydrous K3PO4 in DMF at room temperature,respectively.A possible mechanism of this reaction was *** of all the products were confirmed by ^1H NMR,^13C NMR and HRMS.

关键词： cyclopropanation Multisubstituted cyclopropane derivative Electron-deficicent alkene 2-Bromo-l,3-propanedione compound

A new class of chiral pyrrolidine ligands for homogeneous catalytic enantioselective cyclopropanation of styrene

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Chinese Journal of Chemistry 2000年第3期18卷 407-410页

作者：施敏蒋建康 Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

A new class of chiral pyrrolidine ligands have been successfully synthesized and their chiral induction abilities have been examined in the homogeneous catalytic enantioselective cyclopropanation of styrene. 15–30% e... 详细信息

关键词： Chiral ligand pyrrolidine enantioselective cyclopropanation catalyst

Immobilization of Pd(II) Catalysts for cyclopropanation in Ionic Liquid

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Chinese Journal of Chemistry 2002年第1期20卷 114-116页

作者：杨帆张仰明仇文卫汤杰何鸣元 Center for the Chemistry of Ionic Liquids Department of Chemistry East China Normal University Shanghai 200062 China

cyclopropanation of styrene with ethyl diazoacetate catalyzed by Pd(II) inionic liquid [omim][BF_4] was investigated. Palladium catalysts can be effectively immobilized inionic liquid. The catalysts PdCl_2 and cyclopalladated complex 2 contained in ionic liquid could berecycled for 6 and 7 times, respectively, without losing the efficiency.

关键词： ionic liquid cyclopropanation palladium catalysts

Asymmetric Induction of Chiral 1,1'-Bis(oxazolinyl)ferrocenes as Ligands in Metal-Catalyzed cyclopropanation and Diels-Alder Reactions

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Chinese Chemical Letters 2004年第9期15卷 1015-1018页

作者： ZhenQIAO XueYanSHI QingHuaBIAN ShiCongHOU MinWANG ShandongPesticideResearchInstitute Jinan250100 CollegeofSciences ChinaAgriculturalUniversityBeijing100094

Four chiral 1,1?bis(oxazolinyl)ferrocenes(1a-1d) have been prepared and used as ligands in the copper catalyzed asymmetric cyclopropanation of styrene with ethyl diazoacetate (EDA) and the magnesium catalyzed Diels-Alder reaction between 3-acryloyl-2-oxazolidinone and cyclopentadiene. Enantioselectivities up to 24% and 41%, respectively, for cyclopropanation and Diels-Alder reaction were observed.

关键词： Asymmetric induction 1,1-bis(oxazolinyl)ferrocene ligand cyclopropanation Diels- Alder reaction.

New Chiral Substituted 8-Quinolinyl-oxazolines as Ligands for Copper(I)-catalyzed Asymmetric cyclopropanation

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Chinese Journal of Chemistry 2002年第11期20卷 1445-1449,1135页

作者：李晓光王立新周其林 State Key Laboratory and the Institute of Elemento‐organic Chemistry Nankai University Tianjin 300071 China State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China

New chiral substituted 8-quinolinyl-oxazoline ligands have been synthesized and applied in the copper(I)-catalyzed asymmetric cyclopropanation of styrene with alkyl diazoacetates. The steric effect in the ligands plays a significant role in the enantiocontrol in asymmetric cyclopropanation, while the electronic effect is less important.

关键词： asymmetric catalysis chiral oxazoline cyclopropanation

Asymmetric Intramolecular cyclopropanation Induced by (β-Diketone)-copper Complex

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Chinese Chemical Letters 2005年第3期16卷 331-334页

作者： QingFangCHENG XingYouXU WeiXingMA TianPaYOU DepartmentofChemicalTechnology HuaihaiInstituteofTechnologyLianyungang222005 DepartmentofChemistry UniversityofScienceandTechnologyofChinaHefei230026

Asymmetric intramolecular cyclopropanation of allylic diazoacetate was investigated using a chiral (β-diketone)-copper complex as catalyst, excellent yield and enantioselectivity were achieved. Some factors influenci... 详细信息

关键词： Intramolecular cyclopropanation asymmetriccatalysis (β-diketone)-copper.

Cu4-Co-Fe OXIDE CATALYST FOR cyclopropanation OF 1,1-DICHLORO-4-METHYL-1,3-PENTADIENE WITH METHYL DIAZOACETATE

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Chinese Journal of Catalysis 1998年第2期 8-9页

作者： Hu Xinquan1, Zheng Zhuo1*, Xu Jie2, Pan Guizhi1, Chen Huilin1(1 Dalian Institute of Chemical Physics, The Chinese Academy of Sciences, Dalian 116023 2 Department of Chemistry, Zhengzhou University, Zhengzhou 450052)

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关键词： 1 1-Dichloro-4-methyl-1 3-pentadiene Cu4CoFe oxide cyclopropanation