Metal-Free Addition of Benzyl Halides to Aldehydes Using Super Electron Donors: Access to 3,4-Dihydroisocoumarins and 1,2-Diarylethanols

Cédric Spitz (1) , Mélanie Matteudi (1) , Guillaume Tintori (1) , Julie Broggi (1) , Thierry Terme (1) , Patrice Vanelle (1)

1 ICR - Institut de Chimie Radicalaire

We report here the intermolecular metal-free addition reaction of functionalized benzyl halides to aldehydes using a super electron donor (SED). The metal-free and mild conditions allowed the formation of 3,4-dihydroisocoumarins and 1,2diarylethanols with unprecedented functional group tolerance.

Keywords: Anions; Aldehydes; Inorganic compounds; Pharmaceuticals; Halogens

Domains: Chemical Sciences

Cédric Spitz, Mélanie Matteudi, Guillaume Tintori, Julie Broggi, Thierry Terme, et al.. Metal-Free Addition of Benzyl Halides to Aldehydes Using Super Electron Donors: Access to 3,4-Dihydroisocoumarins and 1,2-Diarylethanols. Journal of Organic Chemistry, 2020, 85 (23), pp.15736-15742. ⟨10.1021/acs.joc.0c02374⟩. ⟨hal-03254096⟩