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Synthesis 2008(3): 429-432
DOI: 10.1055/s-2008-1032033
DOI: 10.1055/s-2008-1032033
PAPER
© Georg Thieme Verlag Stuttgart · New York
One-Pot Synthesis of Pyrrolo[2,1-a]isoquinoline-1-carboxamide Derivatives via a Four-Component Reaction
Further Information
Received
9 July 2007
Publication Date:
10 January 2008 (online)
Publication History
Publication Date:
10 January 2008 (online)
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Abstract
An effective route to functionalized 1,2,3,10b-tetrahydropyrrolo[2,1-a]isoquinoline-1-carboxamide derivatives is described. This involves reaction of N-alkyl-3-oxobutanamides, which result from the addition of amines to diketene, and dibenzoylacetylene in the presence of isoquinoline. The reactive 1:1 intermediate obtained from the addition of isoquinoline to dibenzoyl-acetylene is trapped by OH acids such as N-alkyl-3-oxobutanamides to produce the pyrrolo[2,1-a]isoquinoline-1-carboxamide derivatives.
Key words
amine - diketene - dibenzoylacetylene - isoquinoline - multicomponent reaction - pyrroloisoquinoline
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