Ring annulation versus alkylation of pyrrole with alpha-phosphoryl-alpha,beta-unsaturated ketones
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Date
2016
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Pergamon-Elsevier Science LTD
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Abstract
In this study; novel aryl, heteroaryl, pyrrolyl and phosphoryl groups containing pyrrolizines were synthesized by the ring annulation reaction of aryl or heteroaryl substituted alpha-phosphoryl-alpha,beta-unsaturated ketones with pyrrole under mild reaction conditions. This domino reaction involves scandium triflate catalyzed addition of pyrrole to the double bond of alpha-phosphoryl-alpha,beta-unsaturated ketones, carbonyl group and finally ring annulation sequences. The presented work provided a convenient way for the synthesis of novel bispyrrolic compounds. (C) 2016 Elsevier Ltd. All rights reserved.
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Keywords
Pyrrolizines, Phosphonates, Ring Annulation, Michael Addition
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Citation
Tasgin, Dilek Isik; Unaleroglu, Canan, "Ring annulation versus alkylation of pyrrole with alpha-phosphoryl-alpha,beta-unsaturated ketones", Tetrahedron, Vol. 72, No. 39, pp. 5934-5942, (2016).
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Source
Tetrahedron
Volume
72
Issue
39
Start Page
5934
End Page
5942