The Piancatelli reaction and its variants: recent applications to high added-value chemicals and biomass valorization

HMF in multicomponent reactions: utilization of 5-hydroxymethylfurfural (HMF) in the Biginelli reaction

(2018) Weigang Fan et al.   GREEN CHEMISTRY

Brønsted Acid Catalyzed Domino Aza-Piancatelli Rearrangement/Michael Reaction: Construction of 1,4-Benzodiazepin-5-ones in One Pot

(2017) Kiranmai Nayani et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Selective conversion of furfural to cyclopentanone over CNT-supported Cu based catalysts: Model reaction for upgrading of bio-oil

(2017) Minghao Zhou et al.   FUEL

Water excellent solvent for the synthesis of bifunctionalized cyclopentenones from furfural

(2017) M. Nardi et al.   GREEN CHEMISTRY

Selective conversion of 5-hydroxymethylfurfural to cyclopentanone derivatives over Cu–Al2O3 and Co–Al2O3 catalysts in water

(2017) Rubén Ramos et al.   GREEN CHEMISTRY

Conversion of HMF to methyl cyclopentenolone using Pd/Nb2O5 and Ca–Al catalysts via a two-step procedure

(2017) Ying Duan et al.   GREEN CHEMISTRY

Catalyst-Controlled Chemodivergent Modification of Indoles with 2-Furylcarbinols: Piancatelli Reaction vs Cross-Dehydrative Coupling Reaction

(2017) Jianfeng Xu et al.   JOURNAL OF ORGANIC CHEMISTRY

Intramolecular Aza-Piancatelli Rearrangement of Alkyl- or Arylamines Promoted by PPh3/Diethyl Azodicarboxylate

(2017) Zhong-Li Xu et al.   ORGANIC LETTERS

Synthesis of trans-4,5-diaminocyclopent-2-enones from furfural catalyzed by Er(III) immobilized on silica

(2017) Mónica S. Estevão et al.   TETRAHEDRON LETTERS

Total synthesis of the antibiotic 4-hydroxycyclopent-2-en-1-one acrylate derivative EA-2801

(2017) Géraldine Le Goff et al.   TETRAHEDRON LETTERS

Hydrogenative ring-rearrangement of biomass derived 5-(hydroxymethyl)furfural to 3-(hydroxymethyl)cyclopentanol using combination catalyst systems of Pt/SiO2 and lanthanoid oxides

(2017) J. Ohyama et al.   Catalysis Science & Technology

Catalytic Asymmetric Piancatelli Rearrangement: Brønsted Acid Catalyzed 4π Electrocyclization for the Synthesis of Multisubstituted Cyclopentenones

(2016) Yunfei Cai et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic Enantioselective Aza-Piancatelli Rearrangement

(2016) Huilin Li et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Carbon supported Pd–Cu catalysts for highly selective rearrangement of furfural to cyclopentanone

(2016) Milan Hronec et al.   APPLIED CATALYSIS B-ENVIRONMENTAL

CuNi@C catalysts with high activity derived from metal–organic frameworks precursor for conversion of furfural to cyclopentanone

(2016) Yuan Wang et al.   CHEMICAL ENGINEERING JOURNAL

Harnessing the Lewis Acidity of HFIP through its Cooperation with a Calcium(II) Salt: Application to the Aza-Piancatelli Reaction

(2016) David Lebœuf et al.   CHEMISTRY-A EUROPEAN JOURNAL

Catalytic Response and Stability of Nickel/Alumina for the Hydrogenation of 5-Hydroxymethylfurfural in Water

(2016) Noémie Perret et al.   ChemSusChem

Production of 2,5-hexanedione and 3-methyl-2-cyclopenten-1-one from 5-hydroxymethylfurfural

(2016) Dezhang Ren et al.   GREEN CHEMISTRY

Industrially scalable and cost-effective synthesis of 1,3-cyclopentanediol with furfuryl alcohol from lignocellulose

(2016) Guangyi Li et al.   GREEN CHEMISTRY

The effect of heterogeneous acid–base catalysis on conversion of 5-hydroxymethylfurfural into a cyclopentanone derivative

(2016) J. Ohyama et al.   GREEN CHEMISTRY

Towards quantitative and scalable transformation of furfural to cyclopentanone with supported gold catalysts

(2016) Gao-Shuo Zhang et al.   GREEN CHEMISTRY

Efficient NiII2LnIII2 Electrocyclization Catalysts for the Synthesis of trans-4,5-Diaminocyclopent-2-enones from 2-Furaldehyde and Primary or Secondary Amines

(2016) Kieran Griffiths et al.   INORGANIC CHEMISTRY

Synthesis of 6-Substituted 2-Pyrones Starting from Renewable Resources: Total Synthesis of Sibirinone, (E)-6-(Pent-1-en-1-yl)-2H-pyran-2-one, and (E)-6-(Hept-1-en-1-yl)-2H-pyran-2-one

(2016) Daniel Dobler et al.   JOURNAL OF ORGANIC CHEMISTRY

Sequential aza-Piancatelli rearrangement/Friedel–Crafts alkylation for the synthesis of pyrrolo[1,2-d]benzodiazepine derivatives

(2016) B. V. Subba Reddy et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Application of 5-Ethoxymethylfurfural (EMF) for the Production of Cyclopentenones

(2016) Aleksei Bredihhin et al.   SYNTHESIS-STUTTGART

Furfural: A Promising Platform Compound for Sustainable Production of C4 and C5 Chemicals

(2016) Xiaodan Li et al.   ACS Catalysis

Highly Selective and Efficient Rearrangement of Biomass-Derived Furfural to Cyclopentanone over Interface-Active Ru/Carbon Nanotubes Catalyst in Water

(2016) Yanhua Liu et al.   ACS Sustainable Chemistry & Engineering

Heteronuclear 3 d/DyIIICoordination Clusters as Catalysts in a Domino Reaction

(2015) Kieran Griffiths et al.   CHEMISTRY-A EUROPEAN JOURNAL

5-(Chloromethyl)furfural is the New HMF: Functionally Equivalent But More Practical in Terms of its Production From Biomass

(2015) Mark Mascal   ChemSusChem

Efficient and selective hydrogenation of biomass-derived furfural to cyclopentanone using Ru catalysts

(2015) Ruiqi Fang et al.   GREEN CHEMISTRY

Selective conversion of furfural to cyclopentanone or cyclopentanol using different preparation methods of Cu–Co catalysts

(2015) Xing-Long Li et al.   GREEN CHEMISTRY

Cascade rearrangement of furylcarbinols with hydroxylamines: practical access to densely functionalized cyclopentane derivatives

(2015) Gesine K. Veits et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Glucosyloxymethylfurfural (GMF): a creative renewable scaffold towards bioinspired architectures

(2015) Jia-Neng Tan et al.   PURE AND APPLIED CHEMISTRY

Tandem Reaction Progress Analysis as a Means for Dissecting Catalytic Reactions: Application to the Aza-Piancatelli Rearrangement

(2015) Ryan Chung et al.   ACS Catalysis

Bio-based solvents for the Baylis–Hillman reaction of HMF

(2015) Jia-Neng Tan et al.   RSC Advances

Highly selective rearrangement of furfuryl alcohol to cyclopentanone

(2014) Milan Hronec et al.   APPLIED CATALYSIS B-ENVIRONMENTAL

ZnCl2-catalyzed chemoselective cascade reactions of enaminones with 2-furylcarbinols: a versatile process for the synthesis of cyclopenta[b]pyrrole derivatives

(2014) Chengyu Wang et al.   CHEMICAL COMMUNICATIONS

Conversion of 5-hydroxymethylfurfural to a cyclopentanone derivative by ring rearrangement over supported Au nanoparticles

(2014) Junya Ohyama et al.   CHEMICAL COMMUNICATIONS

The versatility of furfuryl alcohols and furanoxonium ions in synthesis

(2014) Matthew J. Palframan et al.   CHEMICAL COMMUNICATIONS

Selective hydrogenation of furfural to cyclopentanone over Cu-Ni-Al hydrotalcite-based catalysts

(2014) Hongyan Zhu et al.   KOREAN JOURNAL OF CHEMICAL ENGINEERING

Traceless Stereoinduction for the Enantiopure Synthesis of Substituted-2-Cyclopentenones

(2014) Nanaji Arisetti et al.   ORGANIC LETTERS

Calcium(II)-Catalyzed Aza-Piancatelli Reaction

(2014) David Lebœuf et al.   ORGANIC LETTERS

Efficient synthesis of 4-hydroxycyclopentenones: dysprosium(III) triflate catalyzed Piancatelli rearrangement

(2014) David Fisher et al.   TETRAHEDRON

A convenient preparation of (S)-(−)-4-hydroxy-2-methylcyclopent-2-en-1-one and its application as a chiral synthetic equivalent of 2-methylcyclopent-2-en-1-one in the terpenoid synthesis

(2014) Karol Michalak et al.   TETRAHEDRON

Selective Conversion of Furfural to Cyclopentanone with CuZnAl Catalysts

(2014) Jianhua Guo et al.   ACS Sustainable Chemistry & Engineering

N,N′-Dioxide-Magnesium Ditriflate Complex-Catalyzed Asymmetric α-Hydroxylation of β-Keto Esters and β-Keto Amides

(2013) Chengkai Yin et al.   ADVANCED SYNTHESIS & CATALYSIS

A Short Total Synthesis of the Marine Sponge Pyrrole-2-aminoimidazole Alkaloid (±)-Agelastatin A

(2013) Petar A. Duspara et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources

(2013) Robert-Jan van Putten et al.   CHEMICAL REVIEWS

Synthesis, Skeletal Rearrangement, and Biological Activities of Spirooxindoles: Exploration of a StepwiseC-Piancatelli Rearrangement

(2013) Li Huang et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Rapid Synthesis of Fused Oxabicycles through the Molecular Rearrangement of Spirocyclic Ethers

(2013) Leoni I. Palmer et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Conversion of furfural into cyclopentanone over Ni–Cu bimetallic catalysts

(2013) Yanliang Yang et al.   GREEN CHEMISTRY

An Epoxyisoprostane Is a Major Regulator of Endothelial Cell Function

(2013) Wei Zhong et al.   JOURNAL OF MEDICINAL CHEMISTRY

Importance of Off-Cycle Species in the Acid-Catalyzed Aza-Piancatelli Rearrangement

(2013) Diana Yu et al.   JOURNAL OF ORGANIC CHEMISTRY

The Piancatelli Rearrangement: New Applications for an Intriguing Reaction

(2013) Claudia Piutti et al.   MOLECULES

Rapid and Stereoselective Synthesis of Spirocyclic Ethers via the Intramolecular Piancatelli Rearrangement

(2013) Leoni I. Palmer et al.   ORGANIC LETTERS

Aza-Piancatelli Rearrangement Initiated by Ring Opening of Donor–Acceptor Cyclopropanes

(2013) Donald R. Wenz et al.   ORGANIC LETTERS

Synthesis of a Highly Functionalized Core of Verrillin

(2013) Alec Saitman et al.   ORGANIC LETTERS

Synthesis of Enantiomerically Pure 4-Hydroxy-2-cyclopentenones

(2013) Thenkrishnan Kumaraguru et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Synthesis of 2,4-bifunctionalised cyclopentenones from 2-furaldehyde

(2013) João P. M. Nunes et al.   RSC Advances

Erbium(III) Chloride in Ethyl Lactate as a Smart Ecofriendly System for Efficient and Rapid Stereoselective Synthesis of trans-4,5-Diaminocyclopent-2-enones

(2013) Antonio Procopio et al.   ACS Sustainable Chemistry & Engineering

Effect of catalyst and solvent on the furan ring rearrangement to cyclopentanone

(2012) Milan Hronec et al.   APPLIED CATALYSIS A-GENERAL

Asymmetric Total Syntheses of (−)-Penicipyrone and (−)-Tenuipyrone via Biomimetic Cascade Intermolecular Michael Addition/Cycloketalization

(2012) Liyan Song et al.   ORGANIC LETTERS

The Manufacture of a Homochiral 4-Silyloxycyclopentenone Intermediate for the Synthesis of Prostaglandin Analogues

(2012) Julian P. Henschke et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Synthesis of the core framework of the proposed structure of sargafuran

(2012) Ryo Katsuta et al.   TETRAHEDRON LETTERS

Direct and Highly Diastereoselective Synthesis of Azaspirocycles by a Dysprosium(III) Triflate Catalyzed Aza-Piancatelli Rearrangement

(2011) Leoni I. Palmer et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Versatile Method for the Synthesis of 4-Aminocyclopentenones: Dysprosium(III) Triflate Catalyzed Aza-Piancatelli Rearrangement

(2010) Gesine K. Veits et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Technology development for the production of biobased products from biorefinery carbohydrates—the US Department of Energy’s “Top 10” revisited

(2010) Joseph J. Bozell et al.   GREEN CHEMISTRY