4.7 Article

Palladium-Catalyzed N-Nitroso-Directed C-H Alkoxylation of Arenes and Subsequent Formation of 2-Alkoxy-N-alkylarylamines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 20, Pages 9888-9893

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo501902d

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Funding

  1. National Natural Science Foundation of China [21272117, 20972068]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions

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A palladium-catalyzed direct ortho-alkoxylation of N-alkyl-N-nitrosoarylamines was developed in which alcohols were used as the alkoxylation reagents and PhI(OAc)(2) was employed as the oxidant. The protocol was available for both primary and secondary alcohols. The products were transformed to o-alkoxy-N-alkylanilines expediently by a simple reduction.

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