Use of the Hydantoin Directing Group in Ruthenium(II)-Catalyzed C-H Functionalization.
Ruthenium(II)-catalyzed C-H functionalization of N-arylhydantoins is herein described. The biologically relevant hydantoin (imidazolidinedione) heterocycle functions as a weakly coordinating directing group in a C-H alkenylation reaction. The reaction gave a wide scope of 23 examples with yields up to 94% in the green solvent 2-MeTHF. Functionalization of API nilutamide (antiandrogen) is also reported. The use of the succinimide heterocycle as a directing group is also demonstrated in modest yields.
Department of Chemistry, University of Bath , Claverton Down, Bath, Somerset BA2 7AY, United Kingdom.
Jamie A
JA
Leitch
Department of Chemistry, University of Bath , Claverton Down, Bath, Somerset BA2 7AY, United Kingdom.
Hans P
HP
Cook
Jealott's Hill International Research Centre, Syngenta, Bracknell, Berkshire RG42 6EY, United Kingdom.
Yunas
Y
Bhonoah
Department of Chemistry, University of Bath , Claverton Down, Bath, Somerset BA2 7AY, United Kingdom.
Christopher G
CG
Frost