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. 2015 Apr 22;137(15):4908-11.
doi: 10.1021/jacs.5b01065. Epub 2015 Apr 8.

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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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

Ramesh B Dateer et al. J Am Chem Soc. .

Abstract

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.

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