Volume 54, Issue 8 pp. 2497-2500
Communication

Ligand-Promoted ortho-CH Amination with Pd Catalysts

Dr. Dajian Zhu

Dr. Dajian Zhu

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

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Dr. Guoqiang Yang

Dr. Guoqiang Yang

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

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Jian He

Jian He

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

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Ling Chu

Ling Chu

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

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Dr. Gang Chen

Dr. Gang Chen

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

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Dr. Wei Gong

Dr. Wei Gong

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

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Dr. Ke Chen

Dr. Ke Chen

Chemical Development, 1 Squibb Drive, New Brunswick, NJ 08903 (USA)

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Dr. Martin D. Eastgate

Dr. Martin D. Eastgate

Chemical Development, 1 Squibb Drive, New Brunswick, NJ 08903 (USA)

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Prof. Dr. Jin-Quan Yu

Corresponding Author

Prof. Dr. Jin-Quan Yu

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)

Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA)Search for more papers by this author
First published: 16 January 2015
Citations: 89

We gratefully acknowledge The Scripps Research Institute, and the U.S. NSF (CHE-1011898) for financial support. D.Z. is a visiting scholar from Huazhong University of Science and Technology, sponsored by the China Scholarship Council (201206165031). G.Y. thanks the Shanghai Jiao Tong University for HaiWai ShiZi ChuBei postdoctoral fellowship support.

Graphical Abstract

Trimethoxylpyridine is an efficient ligand for promoting Pd-catalyzed ortho-CH amination of both benzamides and triflyl-protected benzylamines. This finding provides guidance for the development of ligands that can improve or enable PdII-catalyzed Curn:x-wiley:14337851:media:ANIE201408651:tex2gif-inf-2H activation reactions directed by weakly coordinating functional groups.

Abstract

2,4,6-Trimethoxypyridine is identified as an efficient ligand for promoting a Pd-catalyzed ortho-CH amination of both benzamides and triflyl-protected benzylamines. This finding provides guidance for the development of ligands that can improve or enable PdII-catalyzed Curn:x-wiley:14337851:media:ANIE201408651:tex2gif-inf-1H activation reactions directed by weakly coordinating functional groups.

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