Asymmetric Copper(II)-Catalysed Nitroaldol (Henry) Reactions Utilizing a Chiral C1-Symmetric Dinitrogen Ligand was written by Zhou, Yirong;Gong, Yuefa. And the article was included in European Journal of Organic Chemistry in 2011.Electric Literature of C9H8N2O This article mentions the following:
A series of stable chiral C1-sym. dinitrogen ligands were conveniently synthesized in high yields by condensation of chiral amines [(-)-exo-bornylamine or (+)-(1S,2S,5R)-menthylamine] with various substituted imidazolecarbaldehydes. With the assistance of base, the ligand L1 (I) in combination with CuCl2ยท2H2O (2.5 mol % or 5.0 mol %) can efficiently promote nitroaldol (Henry) reactions between a variety of aldehydes and nitromethane. Both aromatic and aliphatic aldehydes were tolerated in our catalytic system, affording the expected nitroalc. products in high yields (up to 97 %) and with good enantioselectivities (up to 96 %) under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Electric Literature of C9H8N2O).
1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Electric Literature of C9H8N2O
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem