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Ruthenium-Catalyzed Hydroarylation of Anilides with Alkynes: An Efficient Route to Ortho-Alkenylated Anilines

Rajendran Manikandan and Masilamani Jeganmohan*

*Department of Chemistry, Indian Institute of Science Education and Research, Pune 411021, India, Email: mjeganmohaniiserpune.ac.in

R. Manikandan, M. Jeganmohan, Org. Lett., 2014, 16, 912-915.

DOI: 10.1021/ol403666s (free Supporting Information)


Abstract

The reaction of acetanilides with symmetrical as well as unsymmetrical alkynes in the presence of [{RuCl2(p-cymene)}2], pivalic acid, and AgSbF6 in i-PrOH provides ortho-alkenylated acetanilides in a highly regio- and stereoselective manner. The products can be converted into ortho-alkenylated anilines in the presence of HCl.

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Key Words

olefination


ID: J54-Y2014