Iron-catalyzed chemoselective ortho arylation of aryl imines by directed C-H bond activation

Naohiko Yoshikai, Arimasa Matsumoto, Jakob Norinder, Eiichi Nakamura

Research output: Contribution to journalArticlepeer-review

206 Citations (Scopus)

Abstract

No Fe-ar: Iron catalyzes an imine-directed C-H bond activation to introduce an ortho-aryl group to an acetophenone-derived imine using a diarylzinc reagent (see scheme), whereas palladium catalyzes the conventional substitution reaction . The title reaction features mild and selective C-H bond activation in the presence of aryl bromide, chloride, or sulfonate groups, and 1,2-dichloroisobutane is essential to achieve such selectivity.

Original languageEnglish
Pages (from-to)2925-2928
Number of pages4
JournalAngewandte Chemie - International Edition
Volume48
Issue number16
DOIs
Publication statusPublished - 2009 Apr 6

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