Synthesis 2017; 49(17): 3931-3936
DOI: 10.1055/s-0036-1589010
special topic
© Georg Thieme Verlag Stuttgart · New York

Cobalt-Catalyzed Monoselective ortho-C–H Ethylation of Carboxamides with Triethylaluminum

Kun Xu  *
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan, 473061, P. R. of China   Email: xukun@nynu.edu.cn   Email: shengzhang@nynu.edu.cn
,
Zhoumei Tan
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan, 473061, P. R. of China   Email: xukun@nynu.edu.cn   Email: shengzhang@nynu.edu.cn
,
Haonan Zhang
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan, 473061, P. R. of China   Email: xukun@nynu.edu.cn   Email: shengzhang@nynu.edu.cn
,
Sheng Zhang*
College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang, Henan, 473061, P. R. of China   Email: xukun@nynu.edu.cn   Email: shengzhang@nynu.edu.cn
› Author Affiliations
We are grateful to the Natural Science Foundation of China (21602119, U1504208), and for financial support from He’nan Provincial Department of Science and Technology (152300410117).
Further Information

Publication History

Received: 15 February 2017

Accepted after revision: 30 March 2017

Publication Date:
29 May 2017 (online)


Published as part of the Special Topic Cobalt in Organic Synthesis

Abstract

A 1,10-phenanthroline ligated cobalt catalyst is reported for the ortho-C–H ethylation of aromatic, heteroaromatic, and alkenyl carboxamides with inexpensive triethylaluminum. This reaction represented the first example of cobalt-catalyzed monoselective direct ortho-C–H ethylation reaction with aluminum reagent as an alkyl donor.

Supporting Information