Trifluoromethanesulfonic Acid‐Promoted Esterification of Unactivated Tertiary Amides with Tetrahydrofurans and Potassium Halides to Access Haloalkyl Esters

Yueyue Fan,D. Song,Yongbing Liu,Fang‐Fang Feng

Published 2025 in ChemistrySelect

ABSTRACT

Herein, we report a trifluoromethanesulfonic acid‐promoted esterification reaction of unactivated N,N ‐dialkyl amides with tetrahydrofurans and potassium halides. One‐pot construction of carbon‐halogen and carbon‐oxygen bonds was achieved under transition‐metal‐free condition to furnish a wide range of haloalkyl esters in 22 – 82% yields. Preliminary mechanistic studies imply that this esterification possibly proceeds through the cross‐coupling of in situ generated acyl halides and 4‐halobutanols.

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