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Jieping Zhu

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Related publications (194)

Palladium(II)-Catalyzed Cyclizative Cross-Coupling of ortho-Alkynylanilines with ortho-Alkynylbenzamides under Aerobic Conditions

Born to couple: The Pd(OAc)2-catalyzed reaction of o-alkynylanilines (1) with oalkynylbenzamides (2) affords the cyclizative cross-coupling products 3 in good to excellent yields. Three bonds are created in the formation of two heterocycles tethered by a t ...

Wiley-Blackwell2013

Synthesis of Iminonitriles by Oxone/TBAB-Mediated One-Pot Oxidative Three-Component Strecker Reaction

Jean-Baptiste Gualtierotti, Xavier Schumacher, Qian Wang, Jieping Zhu

Oxidative three-component reaction of aldehydes, amines, and TMSCN in a biphasic solvent system (toluene/H2O) containing Oxone, tetra-n-butylammonium bromide (TBAB) and sodium bicarbonate afforded α-iminonitriles in good to excellent yields. This oxidative ...

Georg Thieme Verlag2013

Pd(II)-catalyzed intramolecular aminopalladation/direct C–H arylation under aerobic conditions: synthesis of pyrrolo[1,2-a]indoles

Jieping Zhu

Heating a DMA/pivalic acid (v/v = 4/1) solution of diversely substituted 6-(phenylamino)hex-2-ynoates in the presence of a catalytic amount of Pd(OAc)2 under oxygen atmosphere afforded pyrrolo[1,2-a]indoles in moderate to good yields. A domino sequence inv ...

Elsevier2013

Heteroannulation of arynes with N-aryl-α-aminoketones for the synthesis of unsymmetrical N-aryl-2,3-disubstituted indoles: an aryne twist of Bischler–Möhlau indole synthesis

Cyril Piemontesi, Qian Wang, Ala Bunescu, Jieping Zhu

Reaction of 2-(trimethylsilyl)aryl triflates 1 with N-aryl-a-amino ketones 2 afforded N-aryl-2,3-disubstituted indoles in good to excellent yields with complete control of the substitution patterns. This methodology allowed for the first time a one-step sy ...

Royal Society of Chemistry2013

Zinc Bromide Promoted Coupling of Isonitriles with Carboxylic Acids To Form 2,4,5-Trisubstituted Oxazoles

Qian Wang, Jieping Zhu, Shuo Tong

Deviant behavior: In a deviation from “normal” reactivity, isocyanides underwent co-trimerization with carboxylic acids in the presence of ZnBr2 to smoothly provide oxazoles (see scheme). The reaction is thought to occur by initial nucleophilic addition of ...

Wiley-Blackwell2013

Palladium-Catalyzed Decarboxylative Vinylation of Potassium Nitrophenyl Acetate: Application to the Total Synthesis of (±)-Goniomitine

Qian Wang, Jieping Zhu, Zhengren Xu

Merge and divert. (±)-goniomitine was synthesized featuring two key steps: a) fragment coupling to functionalized cyclopentene by a novel palladium-catalyzed decarboxylative vinylation reaction and b) an unprecedented one-pot integrated oxidation/reduction ...

Wiley-Blackwell2013

Iron Chloride-Catalyzed Three-Component Domino Sequences: Syntheses of Functionalized α-Oxy-N-acylhemiaminals and α-Oxyimides

Jieping Zhu

The iron(III) chloride-multicatalyzed dioxygenation of enamides with TEMPO in the presence of alcohols has been developed. This multicomponent domino process affords efficient new strategies for the synthesis of alpha-oxy-N-acylhemi-aminals or alpha-oxyimi ...

Wiley-Blackwell2013

Design and Synthesis of 16-Membered Cyclopeptides Active Against Vancomycin-resistant Enterococci (VRE)

Jieping Zhu

The design, synthesis and antibiotic activities of the modified carboxylate binding pocket (D-O-E ring) of vancomycin (1) were summarized in this short account. The preliminary Structure-Activity Relationship (SAR) studies indicated that both the structure ...

Schweizerische Chemische Gesellschaft2013

Synthesis of Substituted Pyridines from Cascade [1 + 5] Cycloaddition of Isonitriles to

Jieping Zhu

A novel strategy for de novo synthesis of pyridines featuring an unprecedented a-addition of aldehyde and enamide to isonitrile as a key step is described. Under mild conditions, a cascade reaction involving Zn(OTf)(2)-promoted [1 + 5] cycloaddition of iso ...

Amer Chemical Soc2013

Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A

Qian Wang, Thomas Bertrand Pascal Marie Buyck, Jieping Zhu

Be like Mike: The title reaction in the presence of the catalyst 1 afforded Michael adducts in excellent yields and enantioselectivities. The adducts were readily converted into alpha,alpha’-disubstituted alpha-amino acids. The enantioselective total synth ...

Wiley-Blackwell2013

Enantioselective Synthesis of 4-Hydroxytetrahydropyridine Derivatives by Intramolecular Addition of Tertiary Enamides to Aldehydes

Jieping Zhu, Shuo Tong

Wiley-Blackwell2012

Copper Catalyzed N-Arylation of Amidines with Aryl Boronic Acids and One-Pot Synthesis of Benzimidazoles by a Chan–Lam–Evans N-Arylation and C–H Activation/C–N Bond Forming Process

Jieping Zhu

Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc)2 and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct CH bond functionalization, c ...

Amer Chemical Soc2012

Exploiting the Divergent Reactivity of Isocyanoacetates: One-Pot Three-Component Synthesis of Functionalized Angular Furoquinolines

Jieping Zhu

A one-pot, three-component synthesis of polysubstituted furo[2,3-c] quinoline 1 was developed based on the new reactivity profile of alpha-(4-nitrophenyl)-alpha-isocyanoacetates. Simply mixing aldehydes 2, ortho-alkynylanilines 3, and alpha-(4-nitrophenyl) ...

2012

Amidation of Aldehydes and Alcohols through α-Iminonitriles and a Sequential Oxidative Three-Component Strecker Reaction/Thio-Michael Addition/Alumina-Promoted Hydrolysis Process to Access β-Mercaptoamides from Aldehydes, Amines, and Thiols

Jean-Baptiste Gualtierotti, Xavier Schumacher, Qian Wang, Jieping Zhu

Mild and general alumina promoted hydrolysis conditions for converting α-iminonitriles into carboxamides have been developed. In combination with the oxidative three-component Strecker reaction, the one-pot direct amidation of aldehydes and alcohols is rep ...

Wiley-Blackwell2012

A Concise Total Synthesis of (±)-Trigonoliimine B

Qian Wang, Thomas Bertrand Pascal Marie Buyck, Jieping Zhu

Trigonoliimine B, a hexacyclic alkaloid, is synthesized in seven steps from simple starting materials. The synthesis features the use of an alpha-isocyanoacetate as a glycine template for the preparation of an alpha,alpha-disubstituted alpha-amino ester th ...

2012

Synthesis of 4-amino-1,2,3,4-tetrahydropyridine derivatives by intramolecular nucleophilic addition of tertiary enamides to in-situ generated imines

Jieping Zhu, Shuo Tong, Xu Yang

The reactivity of stable tertiary enamides in nucleophilic addition reaction with various in-situ generated imines was explored. Under very mild conditions, formyl-bearing tertiary enamides reacted with both aromatic and aliphatic amines to form imine inte ...

Elsevier2012

Chiral Phosphoric Acid-Catalyzed Enantioselective Three-Component Povarov Reaction Using Cyclic Enethioureas as Dienophiles: Stereocontrolled Access to Enantioenriched Hexahydropyrroloquinolines

Jieping Zhu

Wiley-Blackwell2012

Synthesis of Indoles by Copper-Catalyzed Heteroannulation of o-Aminophenylboronic Acid Pinacol Esters with β-Keto Esters

Qian Wang, Ala Bunescu, Jieping Zhu

Copper-catalyzed coupling of ortho-aminophenylboronic acid pinacol esters with β-ketoesters afforded, under mild base-free oxidative conditions, 2,3-disubstituted indoles featuring a key Chan-Lam type carbon-carbon bond forming reaction. ...

Georg Thieme Verlag2012

Synergistic Effect of Palladium and Copper Catalysts: Catalytic Cyclizative Dimerization of ortho-(1-Alkynyl)benzamides Leading to Axially Chiral 1,3-Butadienes

Qian Wang, Bo Yao, Jieping Zhu

Wiley-Blackwell2012

Spirocyclization by Palladium-Catalyzed Domino Heck–Direct C–H Arylation Reactions: Synthesis of Spirodihydroquinolin-2-ones

Jieping Zhu

Treatment of a DMA solution of anilide 1 with a catalytic amount of palladium acetate (0.025 equiv) and XPhos (0.05 equiv) in the presence of potassium carbonate (2.0 equiv) at 100 C afforded dihydroquinolin-2-ones spiro-fused to dihydrofuranyl, indolinyl, ...

2012

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