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Named Organic Reactions based on Italian Chemists
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Named Organic Reactions based on Italian Chemists

A special issue of Molecules (ISSN 1420-3049).

Deadline for manuscript submissions: closed (31 August 2013) | Viewed by 71906

Special Issue Editor

Dr. Claudia Piutti

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Guest Editor
Medicinal Chemistry Department, Nerviano Medical Sciences, viale Pasteur, 10, 20014 Nerviano, Milano, Italy
Interests: drug discovery; medicinal chemistry; de novo design and synthesis of pharmacologically active compounds; natural products; solid phase peptide synthesis

Special Issue Information

Dear Colleagues,

The choice of this theme comes from the purpose to underline the importance and the contribution of the Italian Chemists to the development of the modern synthetic organic chemistry. If the well-known Cannizzaro Reaction (1853) represents a classic example, often cited in organic chemistry textbooks, many other less common though valuable transformations (i.e., Guareschi, Biginelli, Bargellini, etc.) followed, significantly participating to the advancement of the chemical science. Italian Named Reactions, both the old and the more recent ones (i.e., Minisci, Bartoli, Cacchi), cover different aspects of organic synthesis: functional group transformations, multicomponent reactions and heterocyles synthesis. By taking part in the preparation of scaffolds, biologically active compounds, natural products together with library synthesis, they play key roles in everyday chemistry.

The purpose of this special issue of Molecules is to collect manuscripts that, either in the form of reviews or original research articles, highlight the applications, opportunities and limitations of Named Reactions from Italian Chemists.

Dr. Claudia Piutti
Guest Editor

Submission

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. Papers will be published continuously (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are refereed through a peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed Open Access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 1800 CHF (Swiss Francs).


Keywords

  • italian chemists
  • heterocycles
  • named reactions
  • functional group transformations
  • biologically active molecules
  • multicomponent reactions
  • natural products

Published Papers (4 papers)

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Review

315 KiB  
Review
The Piancatelli Rearrangement: New Applications for an Intriguing Reaction
by Claudia Piutti and Francesca Quartieri
Molecules 2013, 18(10), 12290-12312; https://doi.org/10.3390/molecules181012290 - 08 Oct 2013
Cited by 100 | Viewed by 11917
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 [...] Read more.
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. Full article
(This article belongs to the Special Issue Named Organic Reactions based on Italian Chemists)
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Graphical abstract

996 KiB  
Review
Schiff Bases: A Short Survey on an Evergreen Chemistry Tool
by Wenling Qin, Sha Long, Mauro Panunzio and Stefano Biondi
Molecules 2013, 18(10), 12264-12289; https://doi.org/10.3390/molecules181012264 - 08 Oct 2013
Cited by 290 | Viewed by 27313
Abstract
The review reports a short biography of the Italian naturalized chemist Hugo Schiff and an outline on the synthesis and use of his most popular discovery: the imines, very well known and popular as Schiff Bases. Recent developments on their “metallo-imines” variants have [...] Read more.
The review reports a short biography of the Italian naturalized chemist Hugo Schiff and an outline on the synthesis and use of his most popular discovery: the imines, very well known and popular as Schiff Bases. Recent developments on their “metallo-imines” variants have been described. The applications of Schiff bases in organic synthesis as partner in Staudinger and hetero Diels-Alder reactions, as “privileged” ligands in the organometallic complexes and as biological active Schiff intermediates/targets have been reported as well. Full article
(This article belongs to the Special Issue Named Organic Reactions based on Italian Chemists)
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412 KiB  
Review
Oxetane Synthesis through the Paternò-Büchi Reaction
by Maurizio D'Auria and Rocco Racioppi
Molecules 2013, 18(9), 11384-11428; https://doi.org/10.3390/molecules180911384 - 16 Sep 2013
Cited by 73 | Viewed by 17955
Abstract
The Paternò-Büchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. On this basis the described use in the reaction with electron rich alkenes (enolethers, [...] Read more.
The Paternò-Büchi reaction is a photochemical reaction between a carbonyl compound and an alkene to give the corresponding oxetane. In this review the mechanism of the reaction is discussed. On this basis the described use in the reaction with electron rich alkenes (enolethers, enol esters, enol silyl ethers, enanines, heterocyclic compounds has been reported. The stereochemical behavior of the reaction is particularly stressed. We pointed out the reported applications of this reaction to the synthesis of naturally occuring compounds. Full article
(This article belongs to the Special Issue Named Organic Reactions based on Italian Chemists)
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Figure 1

879 KiB  
Review
Italian Chemists’ Contributions to Named Reactions in Organic Synthesis: An Historical Perspective
by Gianluca Papeo and Maurizio Pulici
Molecules 2013, 18(9), 10870-10900; https://doi.org/10.3390/molecules180910870 - 04 Sep 2013
Cited by 15 | Viewed by 13898
Abstract
From the second half of the 19th century up to modern times, the tremendous contribution of Italian chemists to the development of science resulted in the discovery of a number of innovative chemical transformations. These reactions were subsequently christened according to their inventors’ [...] Read more.
From the second half of the 19th century up to modern times, the tremendous contribution of Italian chemists to the development of science resulted in the discovery of a number of innovative chemical transformations. These reactions were subsequently christened according to their inventors’ name and so entered into the organic chemistry portfolio of “named organic reactions”. As these discoveries were being conceived, massive social, political and geographical changes in these chemists’ homeland were also occurring. In this review, a brief survey of known (and some lesser known) named organic reactions discovered by Italian chemists, along with their historical contextualization, is presented. Full article
(This article belongs to the Special Issue Named Organic Reactions based on Italian Chemists)
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