Cobalt-Catalyzed Carbonylative Synthesis of Phthalimides from N-(Pyridin-2-ylmethyl)benzamides with TFBen as the CO Source

Lu-Yang Fu; Jun Ying; Xiao-Feng Wu

doi:10.1021/acs.joc.9b01890

Cobalt-Catalyzed Carbonylative Synthesis of Phthalimides from N-(Pyridin-2-ylmethyl)benzamides with TFBen as the CO Source

J Org Chem. 2019 Oct 4;84(19):12648-12655. doi: 10.1021/acs.joc.9b01890. Epub 2019 Sep 16.

Authors

Lu-Yang Fu¹, Jun Ying¹, Xiao-Feng Wu^{1

2}

Affiliations

¹ Department of Chemistry , Zhejiang Sci-Tech University , Xiasha Campus , Hangzhou 310018 , People's Republic of China.
² Leibniz-Institut für Katalyse e. V. an der Universität Rostock , Albert-Einstein-Straβe 29a , 18059 Rostock , Germany.

PMID: 31495167
DOI: 10.1021/acs.joc.9b01890

Abstract

A cobalt-catalyzed direct carbonylative synthesis of phthalimide motifs from N-(pyridin-2-ylmethyl)benzamides has been developed. Various phthalimide derivatives were obtained in moderate to excellent yields (up to 98%) by using 2-picolylamine as an efficient directing group and benzene-1,3,5-triyl triformate (TFBen) as a convenient CO surrogate.