Izvestiya of Saratov University.
ISSN 1816-9775 (Print)
ISSN 2541-8971 (Online)


Vilsmeier – Haack reaction

Carbonyl olefi nation of N-substituted tetrahydroquinoline-6-carbaldehydes

Tetrahydroquinolines are important structural fragments of many biologically active compounds exhibiting antifungal, antitumor, antiviral and neurotropic properties. This paper presents methods for the synthesis of N-substituted tetrahydroquinoline-6-carbaldehydes and a study of the possibility of their olefi nation using the Wittig and Horner – Wadsworth – Emmons methods. As a result of the interaction of N-alkyl- and N-acylhydroquinolines with the Vilsmeier – Haack complex, N-substituted tetrahydroquinoline-6-carbaldehydes have been obtained in yields of 77–85%.