The Journal of Organic Chemistry

Use of [2, 3]-sigmatropic rearrangements in a one-step conversion of tetrahydroquinoline to substituted 1, 2, 5, 6-tetrahydro-4N-pyrrolo [3, 2, 1-ij] quinolin-2-one and 5, …

PG Gassman, JJ Roos, SJ Lee

Index: Gassman, Paul G.; Roos, Jodi J.; Lee, Sung J. Journal of Organic Chemistry, 1984 , vol. 49, # 4 p. 717 - 718

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Citation Number: 12

Abstract

The 1, 2, 5, 6-tetrahydro-4pyrrolo [3, 2, 1-ij] quinoline ring system has been of interest to a variety of investigators2 because of the physiological effects of certain of its derivative~~ and because it represents the basic ring system of the lil~ lidines.~ The synthetic paths into this system have relied heavily on the Fischer indole synthesis or on Friedel-Crafts-type substitution of the aromatic ring. Since these reactions have limited applicability to ...