Annulation reactions of N-heterocycles to condensed pyridones with bridgehead nitrogen was written by Linke, Siegfried;Kurz, Juergen;Lipinski, Dietmar;Gau, Wolfgang. And the article was included in Liebigs Annalen der Chemie in 1980.Reference of 3012-80-4 This article mentions the following:
The Horner-Wittig reaction of aromatic and heteroaromatic aldehydes with (EtO)2P(O)CH(CO2R)CH2CO2R (R = Me, Et) gave R1CH:C(CO2R)CH2CO2R (R1 = Ph, 4-R2C6H4, thienyl, furyl, etc; R2 = Me, Cl, OMe, NO2) or I (A = 2-pyridyl, 2-imidazolyl, 3-isoxazolyl, 2-quinolyl, 4-pyrimidinyl, etc; R3 = H, Me, Ph, PhCH2), having the (E)-configuration. I were cyclized to the pyridones II. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Reference of 3012-80-4).
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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Reference of 3012-80-4
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem