ReviewMolecules (Basel, Switzerland)2013
The Piancatelli rearrangement: new applications for an intriguing reaction.
Review in Molecules (Basel, Switzerland), 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- An account on using bio-renewable solvents in organic synthesis: advances, prospects, and challenges.RSC advances · 2026Review
- Strategies for Enantioselective, Cascade, Valorizing, and Expanded Heterocyclic Piancatelli Rearrangements.ACS organic & inorganic Au · 2026Review
- Stenhouse Zwitterion Photoswitches as Hydrogen-Bond Acceptors.Journal of the American Chemical Society · 2026Article
- Synthesis of Indoline- and 1,2,3,4-Tetrahydroquinoline-Based Symmetrical Triarylmethanes.The Journal of organic chemistry · 2025Article
- Compartmentalizing Donor-Acceptor Stenhouse Adducts for Structure-Property Relationship Analysis.Journal of the American Chemical Society · 2025Review
- A Comprehensive Review on Metal Catalysts for the Production of Cyclopentanone Derivatives from Furfural and HMF.Molecules (Basel, Switzerland) · 2023Review
- Mechanism of the Aza-Piancatelli Reaction: Scope and Limitations of Furan Substitution in Donor-Acceptor Stenhouse Adduct Synthesis.ACS omega · 2022Article
- Modular synthesis of 2-furyl carbinols from 3-benzyldimethylsilylfurfural platforms relying on oxygen-assisted C-Si bond functionalization.Beilstein journal of organic chemistry · 2022Article
- Article
- Total Synthesis of Tagetitoxin.Journal of the American Chemical Society · 2020Article
- Continuous Hydrogenation of Aqueous Furfural Using a Metal-Supported Activated Carbon Monolith.ACS omega · 2020Article
- A chiral cobalt(ii) complex catalyzed enantioselective aza-Piancatelli rearrangement/Diels-Alder cascade reaction.Chemical science · 2020Article
- Taming the Complexity of Donor-Acceptor Stenhouse Adducts: Infrared Motion Pictures of the Complete Switching Pathway.Journal of the American Chemical Society · 2019Article
- Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement.Beilstein journal of organic chemistry · 2019Article
- Enantiospecific Three-Component Alkylation of Furan and Indole.Chemistry (Weinheim an der Bergstrasse, Germany) · 2018Article
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Authors and funding
2 authors.
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No grant is acknowledged in the PubMed record.
Abstract
Nearly forty years ago, at the University of Rome, Giovanni Piancatelli and co-workers discovered the acid-catalyzed water-mediated rearrangement of 2-furylcarbinols into 4-hydroxycyclopentenones. These motifs are core components of several pharmacologically active compounds and precursors of many natural products. The main features of this reaction are the simple experimental conditions, the stereochemical outcome and the generality of the procedure. Consequently, a re-emergence of this reaction has been seen recently, including developments of the Piancatelli rearrangement with some interesting inter- and intramolecular variants. This review will mainly focus on the general aspects of the reaction along with its more recent applications.
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