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분자활성 촉매반응 연구단
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Direct C-H amidation of benzoic acids to introduce meta- and para-amino groups by tandem decarboxylation

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Title
Direct C-H amidation of benzoic acids to introduce meta- and para-amino groups by tandem decarboxylation
Author(s)
Donggun Lee; Sukbok Chang
Publication Date
2015-03
Journal
CHEMISTRY-A EUROPEAN JOURNAL, v.21, no.14, pp.5364 - 5368
Publisher
WILEY-V C H VERLAG GMBH
Abstract
The Ir-catalyzed mild C-H amidation of benzoic acids with sulfonyl azides was developed to give reactions with high efficiency and functional-group compatibility. Subsequent protodecarboxylation of ortho-amidated benzoic acid products afforded meta- or para-substituted (N-sulfonyl)aniline derivatives, the latter being inaccessible by other C-H functionalization approaches. The decarboxylation step was compatible with the amidation conditions, enabling a convenient one-pot, two-step process. Without a trace: Carboxylic acids are used as traceless directing groups in the Ir-catalyzed direct C-H amidation of arenes with sulfonyl azides under mild conditions. The tandem protodecarboxylation of the ortho-amidated benzoic acid products afforded meta- or para-substituted (N-sulfonyl)anilines, which are difficult to obtain by other C-H functionalization approaches. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
https://pr.ibs.re.kr/handle/8788114/2099
ISSN
0947-6539
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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