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Magnesium Aldimines Prepared by Addition of Organomagnesium Halides to 2,4,6‐Trichlorophenyl Isocyanide: Synthesis of 1,2‐Dicarbonyl Derivatives
Author(s) -
Schwärzer Kuno,
Bellan Andreas,
Zöschg Maximilian,
Karaghiosoff Konstantin,
Knochel Paul
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900903
Subject(s) - aldimine , isocyanide , chemistry , reagent , halide , organic chemistry , cleavage (geology) , medicinal chemistry , catalysis , materials science , fracture (geology) , composite material
Abstract The selective addition of organomagnesium reagents to 2,4,6‐trichlorophenyl isocyanide leading to magnesiated aldimines is reported. These aldimines react with Weinreb amides, ketones, or carbonates to provide the corresponding carbonyl derivatives after acidic cleavage. This allows for an efficient synthesis of 1,2‐dicarbonyl compounds and α‐hydroxy ketones.