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Electrochemical Benzylic C(sp 3 )-H Direct Amidation.

Anthony ChoiOliver H GoodrichAlexander P AtkinsMatthew D EdwardsDavid TiemessenMichael W GeorgeAlastair J J Lennox
Published in: Organic letters (2024)
Amide bonds are ubiquitous and found in a myriad of functional molecules. Although formed in a reliable and robust fashion, alternative amide bond disconnections provide flexibility and synthetic control. Herein we describe an electrochemical method to form the non-amide C-N bond from direct benzylic C(sp 3 )-H amidation. Our approach is applied toward the synthesis of secondary amides by coupling secondary benzylic substrates with substituted primary benzamides. The reaction has been scaled up to a multigram scale in flow.
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