Selective Cyclization of Arylnitrones to Indolines under External Oxidant-Free Conditions: Dual Role of Rh(III) Catalyst in the C-H Activation and Oxygen Atom Transfer

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The first example of Rh(III)-catalyzed cyclization of arylnitrones to indolines under external oxidant-free conditions is presented. An intermolecular coupling of arylnitrones with internal alkynes is made possible by the dual role of the Cp*Rh(III) catalyst mediating both the C-H bond activation and O-atom transfer. Synthetically important and pharmacologically privileged indoline derivatives were obtained in good yields with high diastereoselectivity.
Publisher
AMER CHEMICAL SOC
Issue Date
2015-04
Language
English
Article Type
Article
Keywords

QUINOLINE N-OXIDES; BOND FUNCTIONALIZATION; RHODIUM CATALYSIS; STEREOSELECTIVE-SYNTHESIS; DIRECTING GROUP; ALKYNES; NITRONES; PALLADIUM; CYCLOADDITION; INDOLES

Citation

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.137, no.15, pp.4908 - 4911

ISSN
0002-7863
DOI
10.1021/jacs.5b01065
URI
http://hdl.handle.net/10203/198786
Appears in Collection
CH-Journal Papers(저널논문)
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