Knoevenagel reaction of malononitrile with cyclic β-keto esters. II. Mechanism of formation of heterocyclic reaction products was written by Van der Baan, J. L.;Bickelhaupt, F.. And the article was included in Tetrahedron in 1974.Reference of 52903-71-6 The following contents are mentioned in the article:
The preparation of alkoxypyridinols I and II from the Knoevenagel reaction products III and IV, resp., proceeded by ester CO group-initiated ring closure by intra mol. nucleophilic attack on the cyano group. Cleavage of the O ring formed by basic catalyst on the former ester carbonyl C gave an amide which by conventional cyclization gave the alkoxypyridinols. This study involved multiple reactions and reactants, such as 1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (cas: 52903-71-6Reference of 52903-71-6).
1-Hydroxy-3-oxo-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile (cas: 52903-71-6) belongs to isoquinoline derivatives. Quinoline and its derivatives are widely used as fungicides, biological agents, antibiotics, alkaloids, dyes, rubber chemicals and flavoring agents. Isoquinoline-type alkaloids show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids.Reference of 52903-71-6
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem