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Reductive Cyclization of Halo-Ketones to Form 3-Hydroxy-2-Oxindoles via Palladium Catalyzed Hydrogenation: A Hydrogen-Mediated Grignard Addition.


ABSTRACT: The reductive cyclization of N-oxoacyl ortho-bromoanilides to form 3-hydroxy-2-oxindoles under the conditions of palladium catalyzed hydrogenation is described. This work may be viewed as a prelude to intermolecular hydrogen-mediated Grignard-type reductive couplings of organic halides with carbonyl compounds.

SUBMITTER: Shin I 

PROVIDER: S-EPMC4528639 | biostudies-literature | 2015 Sep

REPOSITORIES: biostudies-literature

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Reductive Cyclization of Halo-Ketones to Form 3-Hydroxy-2-Oxindoles <i>via</i> Palladium Catalyzed Hydrogenation: A Hydrogen-Mediated Grignard Addition.

Shin Inji I   Ramgren Stephen D SD   Krische Michael J MJ  

Tetrahedron 20150901 35


The reductive cyclization of <i>N</i>-oxoacyl <i>ortho</i>-bromoanilides to form 3-hydroxy-2-oxindoles under the conditions of palladium catalyzed hydrogenation is described. This work may be viewed as a prelude to intermolecular hydrogen-mediated Grignard-type reductive couplings of organic halides with carbonyl compounds. ...[more]

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