Intramolecular Amido Transfer Leading to Structurally Diverse Nitrogen-Containing Macrocycles

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Title
Intramolecular Amido Transfer Leading to Structurally Diverse Nitrogen-Containing Macrocycles
Author(s)
Heejeong Kim; Sukbok Chang
Publication Date
2017-03
Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.56, no.12, pp.3344 - 3348
Publisher
WILEY-V C H VERLAG GMBH
Abstract
Reported herein is the development of rhodium-catalyzed intramolecular amido transfer as an efficient route to nitrogen-containing macrocycles starting from acetophenone ketoximes tethered with either aryl or alkyl azides. Facile generation of rhodacycles and metal imido intermediates was the key to success in this mechanistic scaffold to represent the first example of an intramolecular inner-sphere C-H amination. While substrates bearing aryl azides underwent a monomeric ring formation in high yields, a dimeric double cyclization took place exclusively with alkyl-azide-tethered ketoximes, thus affording up to 36-membered azamacrocyclic products (c) 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
https://pr.ibs.re.kr/handle/8788114/4814
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
Files in This Item:
C_Kim_et_al-2017-Angewandte_Chemie_International_Edition (1).pdfDownload

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