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Palladium-Catalyzed Divergent Arylation with Triazolopyridines: One-Pot Synthesis of 6-Aryl-2-alpha-styrylpyridines

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Title
Palladium-Catalyzed Divergent Arylation with Triazolopyridines: One-Pot Synthesis of 6-Aryl-2-alpha-styrylpyridines
Author(s)
Youngtaek Moon; Soonhyung Kwon; Dahye Kang; Honggu Im; Sungwoo Hong
Subject
arylation, ; carbenes, ; one-pot reaction, ; palladium, ; triazolopyridines
Publication Date
2016-03
Journal
ADVANCED SYNTHESIS & CATALYSIS, v.358, no.6, pp.958 - 964
Publisher
WILEY-V C H VERLAG GMBH
Abstract
We have developed a new strategy for palladium-catalyzed arylation reactions with triazolopyridines, wherein two different chemical transformations (C-3 vs. C-7) are observed by differentiating the substrates using different bases. The reactive palladium carbenoids were directly generated from triazolopyridines and underwent denitrogenative arylations with aryl bromides. Intriguingly, when potassium carbonate was replaced with potassium tert-butoxide, direct C-H arylation occurred at the most acidic position (C-7). Moreover, two different catalytic arylation events were successfully performed in a one-pot sequence, providing a convenient access to 6-aryl-2-alpha-styrylpyridines (c) 2016 Wiley-VCH Verlag GmbH&Co. KGaA, Wein
URI
https://pr.ibs.re.kr/handle/8788114/4843
DOI
10.1002/adsc.201500967
ISSN
1615-4150
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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