- Palladium-Catalyzed Divergent Arylation with Triazolopyridines: One-Pot Synthesis of 6-Aryl-2-α-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-α-styrylpyridines.
- Moon, Youngtaek,Kwon, Soonhyung,Kang, Dahye,Im, Honggu,Hong, Sungwoo
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supporting information
p. 958 - 964
(2016/04/05)
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- Rhodium-Catalyzed Cyanation of C(sp2)-H Bond of Alkenes
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Efficient and selective rhodium-catalyzed cyanation of chelation-assisted C-H bonds of alkenes has been accomplished using environmentally benign N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) as a cyanating reagent. The developed methodology tolerates various functional groups and allows the synthesis of diverse substituted acrylonitriles in good to excellent yields. Furthermore, the potential of the methodology was demonstrated through the formal synthesis of chlorpheniramine-based antagonist.
- Chaitanya, Manthena,Anbarasan, Pazhamalai
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supporting information
p. 3766 - 3769
(2015/08/18)
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- Copper-catalyzed α-methylenation of benzylpyridines using dimethylacetamide as one-carbon source
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The direct α-methylenation of benzylpyridines was achieved using N,N-dimethylacetamide (DMA) as a one-carbon source under copper catalysis. An intermediary species was detected at an early stage, and a possible mechanism was proposed. Additionally, α-oxygenation and dimerization of benzylpyridines could also be performed efficiently.
- Itoh, Masaki,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
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supporting information
p. 2050 - 2053
(2014/05/06)
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