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Dr. Arianna Giovine, Dr. Biagia Musio, Dr. Leonardo Degennaro, Dr. Aurelia Falcicchio, Dr. Aiichiro Nagaki, Prof. Jun-ichi Yoshida and Prof. Renzo Luisi Synthesis of 1,2,3,4-Tetrahydroisoquinolines by Microreactor-Mediated Thermal Isomerization of Laterally Lithiated Arylaziridines Chemistry - A European Journal 19

Version of Record online: 15 JAN 2013 | DOI: 10.1002/chem.201203533

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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.

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