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Paper | Regular issue | Vol 32, No. 3, 1991, pp.511-520
Published online, 1st January, 1970
DOI: 10.3987/COM-91-5668
Sodium Dithionite Reduction of 1-[2-(3-Indolyl)ethyl]pyridinium Salts: Formation of a 1,2-Dihydropyridine Derivative via the Corresponding 1,4-Dihydropyridine Derivative

Reija Jokela, Jari Miettinen, and Mauri Lounasmaa*

*Laboratory for Organic and Bioorganic Chemistry, Technical University of Helsinki, P.O. Box 6100, FIN-02150 HUT, Espoo 15, Finland

Abstract

The 1,2-dihydropyridine derivative (3) was prepared by the sodium dithionite reduction of 1-[2-(3-indolyl)ethyl]pyridinium bromide (2). It is shown that the isolated 1,2-dihydropyridine derivative (3) is a rearrangement product of the initially formed unstable 1,4-dihydropyridine derivative (4).