Cobalt-Catalyzed C-H Iodination of Aromatic Amides with Molecular Iodine through the Use of a 2-Aminophenyloxazoline-Based Bidentate-Chelation System.

Author(s) Kommagalla, Y.; Chatani, N.
Journal Org Lett
Date Published 2019 Jul 16
Abstract

The cobalt-catalyzed chelation-assisted C-H iodination of aromatic amides using molecular iodine as an iodinating reagent is reported. The reaction is carried out in an atmosphere of air and uses Co(OAc)·4HO as an efficient catalyst and 4-chloro-2-(4,5-dihydrooxazol-2-yl)aniline as a directing group. The reaction shows a wide functional group tolerance. Mechanistic studies suggest that the reaction proceeds through a different mechanism from that of our previously reported transformation in which a Co(II) catalyst/8-amino-5-choloroquinoline chelation system was used.

DOI 10.1021/acs.orglett.9b02109
ISSN 1523-7052
Citation Kommagalla Y, Chatani N. Cobalt-Catalyzed C-H Iodination of Aromatic Amides with Molecular Iodine through the Use of a 2-Aminophenyloxazoline-Based Bidentate-Chelation System. Org Lett. 2019.