Organic Letters
Organic Letters
5 years ago

Cascade Amination and Acetone Monoarylation with Aryl Iodides by Palladium/Norbornene Cooperative Catalysis

Cascade Amination and Acetone Monoarylation with Aryl Iodides by Palladium/Norbornene Cooperative Catalysis
Wesley Ting Kwok Chan, Bin Zheng, Fuk Yee Kwong, Qingyang Zhao, Wai Chung Fu
A palladium/norbornene cocatalyzed three-component reaction of aryl iodides, O-benzoylhydroxylamines, and acetone is reported. o′-Aminoaryl acetones or o,o′-diaminoaryl acetones are efficiently prepared via tandem ortho-C–H amination/ipso-C–I α-arylation sequence, and the regiospecificity has been confirmed by X-ray analysis. The proposed method addresses the condensation/amination of free-N-H-bearing substrates in acetone monoarylations and the synthesis of extremely congested 2,6-disubstituted aryl acetones.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02023

DOI: 10.1021/acs.orglett.7b02023

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