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Electrochemical C–H Alkylation of Azauracils Using <i>N</i>-(Acyloxy)phthalimides

Rupashri Dash, Satya Prakash Panda, Kuldeep Singh Bhati, Siddharth Sharma, Sandip Murarka

2024Organic Letters26 citationsDOI

Abstract

-(acyloxy)phthalimides (NHPI esters) as readily available alkyl radical progenitors under metal- and additive-free conditions. Several azauracils are shown to undergo alkylation with an array of NHPI esters (1°, 2°, 3°, and sterically congested), providing the desired products in good to excellent yields. This operationally simple method is robust, scalable, and suitable for both batch and flow setups.

Topics & Concepts

ChemistryPhthalimidesAlkylationElectrochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisPhthalimideElectrodePhysical chemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Electrochemical C–H Alkylation of Azauracils Using <i>N</i>-(Acyloxy)phthalimides | Litcius