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Organocatalytic Para-Selective Amination of Phenols with Iminoquinone Monoacetals. | LitMetric

Organocatalytic Para-Selective Amination of Phenols with Iminoquinone Monoacetals.

Org Lett

Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease and State Key Laboratory of Natural Medicines, China Pharmaceutical University, 24 Tongjia Xiang, Nanjing 210009, China.

Published: July 2017

A highly selective para C-H amination of unprotected phenols with iminoquinone acetals was realized, giving the functional phenols in good to excellent yields. Overall, this transformation is operationally simple, proceeds with readily available phenols, and has wide substrate scope and low catalyst loading. The biarylamine product is stochastically formed via [5,5]-sigmatropic rearrangement of a mixed acetal species which is generated in situ under the reaction conditions.

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Source
http://dx.doi.org/10.1021/acs.orglett.7b01700DOI Listing

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