3-Alkyl-1,2,4-triazines as Heterocyclic Platforms for Organocatalytic Enantioselective Benzylic C–H Functionalization

• DOI: 10.1021/acs.orglett.5c00008
• Publication Date: 2025-01-31T19:38:41Z
• Authors: Anthony Lapray; Marie-Aude Hiebel; Sylvain Oudeyer; Jean-François Lohier; Franck Suzenet; Jean-François Brière
• Keywords: Stereocenter; Aromatization; Surface Modification; Michael reaction; Triazine

The α-3-(1,2,4-triazine)-α-cyanoacetate derivatives exhibit a unique and well-defined dearomatized structure undergoing efficient organocatalytic aromatization–alkylation sequences with Michael acceptors in order to construct an all-carbon tetrasubstituted stereocenter high ee values. These new players the field of enantioselective catalytic benzylic C–H functionalization afford versatile molecular platforms toward construction valuable 3D-heterocycles.