Journal
HETEROCYCLES
Volume 87, Issue 4, Pages 815-+Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-12-12661
Keywords
Indolizine; Pyrido[1,2-a]benzimidazole; Pyrazolo[1,5-a]pyridine; Arylphosphonate
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Funding
- Science and Technology Special Major Project for Significant New Drugs Formulation [2011ZX09401-009]
- Shandong Natural Science Foundation [Y2008B40]
- Natural Science Foundation of Shandong Province [ZR2012BL04]
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A novel and efficient method was developed for the synthesis of nitrogen bridgehead heterocycles with phosphonates. Nitrogen containing five-membered heterocyclic aldehyde and diethyl 3-bromoprop-1-enylphosphonate were used as substrates. Bridgehead nitrogen-containing arylphosphonates were obtained via one-pot reaction including four steps: S(N)2, deprotonation followed by electron flow, nucleophic additon and elimination of water.
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