Base/B₂pin₂-Mediated Iodofluoroalkylation of Alkynes and Alkenes

Abstract

A base/B₂pin₂-mediated iodofluoroalkylation of alkynes and a part of alkenes, using ethyl difluoroiodoacetate (ICF₂CO₂Et) or IC_nF_2n+1 (n = 3, 4, 6) as difluoroacetylating or perfluoroalkylating reagent, is disclosed. The reaction proceeds under mild conditions, and iododifluoroalkylation, hydrodifluoroalkylation and several perfluoroalkylation products were generated from alkynes or alkenes. Notably, this methodology provides a simple access to difluoroalkylated and perfluoroalkylated organic compounds starting from simple alkynes or alkenes.

Key words

iodofluoroalkylation - alkynes - alkenes - ethyl 2,2-difluoro-2-iodoacetate - hydrodifluoroalkylation

Publikationsverlauf

Eingereicht: 18. November 2021

Angenommen nach Revision: 21. Januar 2022

Accepted Manuscript online:
21. Januar 2022

Artikel online veröffentlicht:
19. Mai 2022

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