An efficient synthesis of pyrrolo[2,1-a]isoquinoline derivatives containing coumarin skeletons via a one-pot, three-component reaction

New dialkyl 3-(2-oxo-2 H -3-chromenylcarbonyl)pyrrolo[2,1- a ]isoquinoline-1,2-dicarboxylate derivatives were prepared by the reaction of 3-(2-bromoacetyl)coumarins, isoquinoline, and dialkyl acetylenedicarboxylates in the presence of triethylamine. This protocol has some advantages such as easy pur...

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Veröffentlicht in:Research on chemical intermediates 2015-11, Vol.41 (11), p.8785-8796
Hauptverfasser: Alizadeh, Abdolali, Ghanbaripour, Rashid
Format: Artikel
Sprache:eng
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Zusammenfassung:New dialkyl 3-(2-oxo-2 H -3-chromenylcarbonyl)pyrrolo[2,1- a ]isoquinoline-1,2-dicarboxylate derivatives were prepared by the reaction of 3-(2-bromoacetyl)coumarins, isoquinoline, and dialkyl acetylenedicarboxylates in the presence of triethylamine. This protocol has some advantages such as easy purification, easy performance, and good yields. The structures were confirmed spectroscopically (IR, 1 H- and 13 C-NMR, and EI-MS) and by elemental analyses. A plausible mechanism for this reaction is proposed (Scheme  2 ).
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-015-1928-2