Jump to main content
Jump to site search

Issue 81, 2017
Previous Article Next Article

The acid promoted Petasis reaction of organotrifluoroborates with imines and enamines

Author affiliations

Abstract

The acid promoted addition of organotrifluoroborate salts to imine and enamine electrophiles is reported. Use of the pre-activated trifluoroboronate complex bypasses the need for α-hetero substitution on the electrophile component, greatly expanding the scope of the Petasis borono–Mannich reaction. A variety of vinyl, aromatic and heteroaromatic trifluoroborate salts undergo addition with good efficiency under mild reaction conditions. The reaction is amenable for use with a variety of carbamate protected imine and enamine electrophiles, achieving for the first time the effective coupling with aliphatic aldehydes.

Graphical abstract: The acid promoted Petasis reaction of organotrifluoroborates with imines and enamines

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 Jun 2017, accepted on 14 Sep 2017 and first published on 15 Sep 2017


Article type: Communication
DOI: 10.1039/C7CC04397J
Citation: Chem. Commun., 2017,53, 11185-11188
  •   Request permissions

    The acid promoted Petasis reaction of organotrifluoroborates with imines and enamines

    D. E. Carrera, Chem. Commun., 2017, 53, 11185
    DOI: 10.1039/C7CC04397J

Search articles by author

Spotlight

Advertisements