- Method of coupling, and the coupling method using the aromatic group-substituted heterocyclic compound
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Provided is an easy method (coupling method) capable of easily synthesizing a compound group in which aromatic molecules and aromatic molecules are coupled, a compound group in which aromatic molecules and alkene molecules are coupled, and the like without producing halogen waste and without the need to use scarce and expensive palladium. A compound (A) shown by general formula (A): Ar-H and a compound (B1) shown by general formula (B1): RaOCO-Ar', a compound (B2) shown by general formula (B2): RbCH=C(Ar")2, or a compound (B3) shown by general formula (B3): RcOCOCH=C(Ar")2 are reacted in the presence of a nickel compound.
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- Ligand promoted Pd-catalyzed dehydrogenative alkenylation of hetereoarenes
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An efficient Pd-catalyzed cross-dehydrogenative coupling of heteroarenes with styrenes and other olefinic substrates has been developed. This alkenylation paradigm encompasses a wide range of substrates and provides a straightforward approach toward C2-E-alkenylated azole motifs. This journal is the Partner Organisations 2014.
- Lee, Wei-Chih,Wang, Ting-Hsuan,Ong, Tiow-Gan
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supporting information
p. 3671 - 3673
(2014/04/03)
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- C-H alkenylation of azoles with enols and esters by nickel catalysis
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Rather u(Ni)que: Two new C-H alkenylation reactions, that is C-H/Ci£O alkenylation and decarbonylative C-H alkenylation, of azoles are uniquely catalyzed by Ni/dcype. These azole alkenylation reactions are successfully applied to the convergent formal synthesis of siphonazoleB.
- Meng, Lingkui,Kamada, Yuko,Muto, Kei,Yamaguchi, Junichiro,Itami, Kenichiro
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p. 10048 - 10051
(2013/10/01)
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- Total synthesis of siphonazole and its O-methyl derivative, structurally unusual bis-oxazole natural products
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The details of the first syntheses of the unusual bis-oxazole natural products siphonazole and its O-methyl derivative are reported. The cinnamyl substituted oxazole was constructed using diazocarbonyl chemistry, whereby the cinnamamide was reacted with the rhodium carbene derived from methyl 2-diazo-3-oxobutanoate to give a β-ketoamide that was cyclodehydrated to the corresponding oxazole-4-ester. Reduction to the corresponding aldehyde was followed by coupling with a zinc reagent derived from methyl 2-iodomethyl-5-methyloxazole-4-carboxylate, also prepared using rhodium carbene chemistry, to give, after oxidation of the resulting secondary alcohol, the desired bis-oxazole ketone. The syntheses were completed by hydrolysis of the ester and coupling of the 2,4-pentadienylamine side chain. The 2008 Royal Society of Chemistry.
- Linder, Joerg,Blake, Alexander J.,Moody, Christopher J.
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experimental part
p. 3908 - 3916
(2009/06/28)
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