Transition-metal-free amine oxidation : a chemoselective strategy for the late-stage formation of lactams
Griffiths, Robert J. and Burley, Glenn A. and Talbot, Eric P.A. (2017) Transition-metal-free amine oxidation : a chemoselective strategy for the late-stage formation of lactams. Organic Letters, 19 (4). pp. 870-873. ISSN 1523-7060
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Text (Griffiths-etal-OL-2017-Transition-metal-free-amine-oxidation)
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Official URL: https://doi.org/10.1021/acs.orglett.7b00021
Abstract
A metal-free strategy for the formation of lactams via selective oxidation of cyclic secondary and tertiary amines is described. Molecular iodine facilitates both chemoselective and regioselective oxidation of C–H bonds directly adjacent to a cyclic amine. The mild conditions, functional group tolerance, and substrate scope are demonstrated using a suite of diverse small molecule cyclic amines, including clinically approved drug scaffolds.
Creators(s): |
Griffiths, Robert J. ![]() | Item type: | Article |
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ID code: | 60151 |
Notes: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/acs.orglett.7b00021. |
Keywords: | metal-free, amine oxidation, lactams, iodine, drug scaffolds, Chemistry, Organic Chemistry |
Subjects: | Science > Chemistry |
Department: | Faculty of Science > Pure and Applied Chemistry Technology and Innovation Centre > Bionanotechnology |
Depositing user: | Pure Administrator |
Date deposited: | 13 Mar 2017 12:26 |
Last modified: | 21 Feb 2021 02:29 |
URI: | https://strathprints.strath.ac.uk/id/eprint/60151 |
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