A convenient one-pot synthesis of amines from aldoximes mediated by Koser’s reagent

Ghosh, Harisadhan ; Baneerjee, Arghya ; Rout, Saroj Kumar ; Patel, Bhisma K. (2011) A convenient one-pot synthesis of amines from aldoximes mediated by Koser’s reagent ARKIVOC: Online Journal of Organic Chemistry, 2011 (2). pp. 209-216. ISSN 1424-6376

[img]
Preview
PDF - Publisher Version
421kB

Official URL: https://quod.lib.umich.edu/a/ark/5550190.0012.216/...

Related URL: http://dx.doi.org/10.3998/ark.5550190.0012.216

Abstract

A simple and convenient procedure has been developed for the synthesis of aromatic amine by a one-pot reaction of aromatic aldoxime with hypervalent iodine(III) reagent [hydroxy(tosyloxy)iodo]benzene (HTIB, Koser’s reagent), in an alkaline medium. The aldoxime reacts with Koser’s reagent to form an intermediate hydroxamic acid, which then undergoes Lossen type rearrangement to produce the desired amine. Several amines have been prepared which otherwise are difficult to prepare, by the reduction of corresponding nitro compounds. The scopes and limitations of this transformation have been discussed.

Item Type:Article
Source:Copyright of this article belongs to Arkat-USA, Inc.
Keywords:Hypervalent Iodine; Aldoxime; Amine; Lossen Rearrangement; Hydroxamic Acid; Nitrile Oxide
ID Code:113923
Deposited On:02 May 2018 04:49
Last Modified:02 May 2018 04:49

Repository Staff Only: item control page