Beilstein J. Org. Chem.2021,17, 1335–1351, doi:10.3762/bjoc.17.93
Massimo D'Azeglio 52, 10126 Torino, Italy 10.3762/bjoc.17.93 Abstract Organic chemistry honors Icilio Guareschi (1847–1918) with three eponymic reactions, the best known ones being the Guareschi synthesis of pyridones and the Guareschi–Lustgarten reaction. A third Guareschi reaction, the so-called
“Guareschi 1897 reaction”, is one of the most unusual reactions in organic chemistry, involving the radical-mediated paradoxical aerobic generation of hydrocarbons in near-neutral water solution. A discussion of the mechanism of this amazing reaction, the only metal-free process that generates hydrocarbons
, inorganic, and analytical branches and systematically crosses the divide between pure and applied science as well as between the history of chemistry and the personal contributions to its development.
Keywords: Guareschi; history of chemistry; hydrocarbons; name reactions; pyridine; Introduction
Modern
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Graphical Abstract
Figure 1:
Icilio Guareschi (1847–1918). (Source: Annali della Reale Accademia di Agricoltura di Torino1919, ...
Beilstein J. Org. Chem.2013,9, 2265–2319, doi:10.3762/bjoc.9.265
to the thiazolidinedione moiety as experienced using other reducing systems.
As an aside the synthesis of 2-pyridones (i.e. 1.42) can be achieved via a number of methods. For example the classical Guareschi–Thorpe condensation in which cyanoacetamide reacts with a 1,3-diketone delivers highly
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Graphical Abstract
Scheme 1:
Scaled industrial processes for the synthesis of simple pyridines.