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

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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
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2016-03
Language
English
Article Type
Article
Keywords

RHODIUM(II) AZAVINYL CARBENES; CROSS-COUPLING REACTIONS; H BOND ACTIVATION; ARYLBORONIC ACIDS; SULFONYL AZIDE; ARYL; REACTIVITY; TRIAZOLES; ALKYNES; FUNCTIONALIZATION

Citation

ADVANCED SYNTHESIS & CATALYSIS, v.358, no.6, pp.958 - 964

ISSN
1615-4150
DOI
10.1002/adsc.201500967
URI
http://hdl.handle.net/10203/208774
Appears in Collection
CH-Journal Papers(저널논문)
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