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An Update on Distal C(<i>sp</i><sup><i>3</i></sup>)−H Functionalization Involving 1,5‐HAT Emerging from Nitrogen Radicals

Nupur Goswami, Debabrata Maiti

2020Israel Journal of Chemistry33 citationsDOI

Abstract

Abstract Methods to selectively functionalize any one sp 3 C−H bond among all others, has been well documented in literature. Radical reactions, which are essentially mild reaction conditions has provided a significant improvement over the standard functionalization pathways. Although radical recombinations are fast and feasible, the selectivity is always guided by the electronic biasness in the system. 1,n‐Hydrogen atom transfer (HAT) reactions are extremely useful in determining regioselectivity, the involvement of a 1,5‐HAT protocol made the reaction pathway energetically much more favourable to functionalize the desired remote C( sp 3 )−H bond. In this review we are going to give a brief overview of the methods involved in the functionalization of distal aliphatic C−H bond by 1,5‐HAT transformation pathway.

Topics & Concepts

ChemistrySurface modificationRadicalRegioselectivityNitrogen atomHydrogen atomNitrogenCombinatorial chemistrySelectivityHydrogen bondPhotochemistryComputational chemistryOrganic chemistryMoleculeCatalysisGroup (periodic table)Physical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
An Update on Distal C(<i>sp</i><sup><i>3</i></sup>)−H Functionalization Involving 1,5‐HAT Emerging from Nitrogen Radicals | Litcius