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

Org Lett

CNRS, INSA Rouen Normandie, Univ Rouen Normandie, Normandie Univ, CARMeN UMR 6064, INC3M FR 3038, F-76000 Rouen, France.

Published: February 2025

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 with high ee values. These new players in the field of enantioselective catalytic benzylic C-H functionalization afford versatile molecular platforms toward the construction of valuable 3D-heterocycles.

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http://dx.doi.org/10.1021/acs.orglett.5c00008DOI Listing

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