title: Synthesis of 1,2,3,4-tetrahydroisoquinolines by microreactor-mediated thermal isomerization of laterally lithiated arylaziridines.
abstract: Flow chemistry: A flow-microreactor-mediated synthesis of 1,2,3,4-tetrahydroisoquinolines (THIQs) is reported (see scheme). Starting from a laterally lithiated aziridine, a tetrahydroisoquinoline lithiated at C4 was generated by thermally induced isomerization. Because the reaction temperature is a crucial parameter, the exquisite thermal control possible in a flow-microreactor system allowed for fast, efficient, and highly reproducible synthesis of functionalized aziridines or THIQs.
authors: Department of Pharmacy, University of Bari Aldo Moro, Via E. Orabona 4, 70125 Bari, Italy.
authors: Arianna
authors: A
authors: Giovine
authors: Biagia
authors: B
authors: Musio
authors: Leonardo
authors: L
authors: Degennaro
authors: Aurelia
authors: A
authors: Falcicchio
authors: Aiichiro
authors: A
authors: Nagaki
authors: Jun-ichi
authors: J
authors: Yoshida
authors: Renzo
authors: R
authors: Luisi
mesh_terms: D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013696:Temperature; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001388:Aziridines; D044005:Tetrahydroisoquinolines; D008094:Lithium