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Additive-Free, Visible-Light-Enabled Decarboxylative Alkylation of Enamides

Xiaodi Su, Beibei Zhang, Qiang Liu, Jin‐Tang Cheng, Zhixiang Wang, Xiang‐Yu Chen

2021Organic Letters38 citationsDOI

Abstract

Enamides are versatile precursors for synthesizing bioactive compounds. As their alkylations often require perstoichiometric amounts of oxidants, transition metals, or photocatalysts, we herein report a simple alternative for their alkylations by just using visible light to irradiate the mixture of the readily available N-hydroxyphthalimide esters and enamides without an additive. The reaction involves the photoactivation of a π–π stacking EDA complex between the substrates.

Topics & Concepts

ChemistryAlkylationStackingVisible spectrumCombinatorial chemistryOrganic chemistryCatalysisPhysicsOptoelectronicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
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