Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on the Reactions of Heterocyclic Compounds. IX. Syntheses of 1, 10b-Dihydropyrrolo[2, 1-α]isoquinolines and 2, 3-Dihydropyrrolo[2, 1-α]isoquinolines
TERUO KUTSUMAYASUO SEKINEKAZUO HUJIYAMAYOSHIRO KOBAYASHI
Author information
JOURNAL FREE ACCESS

1972 Volume 20 Issue 12 Pages 2701-2706

Details
Abstract
2-(Methoxycarbonylmethyl)- (I), 2-cyanomethyl- (VIII), and 2-phenacyl-isoquinoli nium bromide (XII) react with dimethyl acetylenedicarboxylate, in the presence of tri-ethylamine, and form the corresponding 1, 10b-dihydropyrrolo[2, 1-a]isoquinoline (IV, X, and XIV) and aromatized compounds (V, XI, and XV). Treatment of IV, X, and XIV with hydrogen chloride in benzene, with subsequent neutralization with potassium carbonate, results in isomerization to stable 2, 3-trans-2, 3-dihydropyrrolo[2, 1-a]isoquinolines (VII, XX, and XXI).
Content from these authors
Cited by (11)
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top