Abstract
Since Gomberg’s discovery of radicals as chemical entities, the interest around them has increased through the years. Nowadays, radical chemistry is used in the synthesis of 75% of all polymers, inevitably establishing a close relationship with Solid-Phase Organic Synthesis. More recently, the interest of organic chemists has shifted towards the application of usual “in-solution” radical chemistry to the solid-phase, ranging from the use of supported reagents for radical reactions, to the development of methodologies for the synthesis of small molecules or potential libraries. The aim of this review is to put in perspective radical chemistry, moving it away from its origin as a synthetic means for solid supports, to becoming a useful tool for the synthesis of small molecules.
Highlights
Since Gomberg’s discovery of free radicals as chemical entities [1], the interest around this electron-deficient species has increased throughout the years
solid phase (SP) synthesis is an important feature in modern organic chemistry, the role of free radicals includes more than the methodologies just used for polymerization
This review focuses on the applications of radical chemistry in solid-phase synthesis of single or classes of compounds, which includes resin loading and cleavage and the use of solid-supported reagents
Summary
Since Gomberg’s discovery of free radicals as chemical entities [1], the interest around this electron-deficient species has increased throughout the years. The change of polymers’ surface characteristics allows the acquisition of new properties of the solid phase (SP) and, this represents an interesting scientific aspect of the subject, touching the field of organic synthesis as well, it is somewhat out of the purpose of this review and, for those interested, it would be more appropriate to refer to more specific literature All of these roles of radical chemistry have allowed creating a thread with SP synthesis. This review focuses on the applications of radical chemistry in solid-phase synthesis of single or classes of compounds, which includes resin loading and cleavage and the use of solid-supported reagents This subject has been last reviewed a few years ago [7]. This section will provide a review of the literature
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