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Title

Metal-free, one-pot conversion of proline derivatives into 2-aryl-3-iodo pyrrolidines by a sequential scission-iodination-arylation process

AuthorsBatchu, Venkateswara Rao ; Romero Estudillo, Iván Omar; Boto, Alicia ; Miguélez, Javier
Issue Date2014
PublisherRoyal Society of Chemistry (UK)
CitationOrganic and Biomolecular Chemistry 12(47): 9547-9556 (2014)
AbstractThe metal-free, direct conversion of readily available proline derivatives into 2-aryl-3-iodopyrrolidines is carried out under mild conditions and in good yields, using a sequential radical decarboxylation–oxidation–iodination–arylation reaction. These iodinated pyrrolidines are valuable precursors of other compounds. For instance, they can be cyclized to tricyclic compounds or undergo dehalogenation to 2-aryl-2,5-dihydro-1H-pyrroles, which are iminosugar and 2-arylpyrrole precursors. This process provides a short pathway to a variety of alkaloid and drug analogues of potential pharmaceutical interest.
Publisher version (URL)https://doi.org/10.1039/C4OB01372G
URIhttp://hdl.handle.net/10261/180374
DOI10.1039/c4ob01372g
Identifiersdoi: 10.1039/c4ob01372g
issn: 1477-0520
e-issn: 1477-0539
Appears in Collections:(IPNA) Artículos
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