Tetrahedron

Synthesis of pyrrolo [2, 1-a] isoquinolines from activated acetylenes, benzoylnitromethanes, and isoquinoline

I Yavari, M Piltan, L Moradi

Index: Yavari, Issa; Piltan, Mohammad; Moradi, Loghman Tetrahedron, 2009 , vol. 65, # 10 p. 2067 - 2071

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Citation Number: 75

Abstract

Isoquinoline reacts smoothly with aroylnitromethanes in the presence of dialkyl acetylenedicarboxylates and dibenzoylacetylene to produce pyrrolo [2, 1-a] isoquinolines in good yields. Quinoline and benzothiazole also react in a similar way. Pyridine and N- methylimidazole catalyze the reaction between nitromethane derivatives with electron- deficient acetylenes to produce highly functionalized isoxazoles.