title: Metal-free, one-pot conversion of proline derivatives into 2-aryl-3-iodo pyrrolidines by a sequential scission-iodination-arylation process.
abstract: The 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.
authors.affiliation: Instituto de Productos Naturales y Agrobiología del CSIC, Avda. Astrofísico Francisco Sánchez 3, 38206-La Laguna, Tenerife, Spain. alicia@ipna.csic.es.
authors.forename: Venkateswara Rao
authors.initials: VR
authors.lastname: Batchu
authors.forename: Iván
authors.initials: I
authors.lastname: Romero-Estudillo
authors.forename: Alicia
authors.initials: A
authors.lastname: Boto
authors.forename: Javier
authors.initials: J
authors.lastname: Miguélez
mesh_terms: D002384:Catalysis; D003653:Decarboxylation; D054879:Halogenation; D010084:Oxidation-Reduction; D011392:Proline / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011758:Pyrroles; D011759:Pyrrolidines; D011392:Proline