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분자활성 촉매반응 연구단
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Mechanism-Driven Approach To Develop a Mild and Versatile C-H Amidation through Ir-III Catalysis

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Title
Mechanism-Driven Approach To Develop a Mild and Versatile C-H Amidation through Ir-III Catalysis
Author(s)
Yeongyu Hwang; Yoonsu Park; Sukbok Chang
Publication Date
2017-08
Journal
CHEMISTRY-A EUROPEAN JOURNAL, v.23, no.46, pp.11147 - 11152
Publisher
WILEY-V C H VERLAG GMBH
Abstract
Described herein is a mechanism-based approach to develop a versatile C-H amidation protocol under Ir-III catalysis. Reaction kinetics of a key C-N coupling step with acyl azide and 1,4,2-dioxazol-5-one led us to conclude that dioxazolones are much more efficient in mediating the formation of a carbon-nitrogen bond from an iridacyclic intermediate. Computational analysis revealed that the origin of higher reactivity is asynchronous decarboxylation motion, which may facilitate the formation of Ir-imido species. Importantly, stoichiometric reactivity was successfully translated into catalytic activity with a broad range of substrates (18 different types), many of which are regarded as challenging to functionalize. Application of the new method enables late-stage functionalization of drug molecules (c) 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
https://pr.ibs.re.kr/handle/8788114/4791
ISSN
0947-6539
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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