Use of the hydantoin directing group in ruthenium(II)-catalyzed C-H functionalization

Jamie A. Leitch, Hans P. Cook, Yunas Bhonoah, Christopher G. Frost

Research output: Contribution to journalArticle

24 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)10081-10087
Number of pages7
JournalJournal of Organic Chemistry
Volume81
Issue number20
DOIs
Publication statusPublished - 21 Oct 2016

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