[Report] Submillisecond organic synthesis: Outpacing Fries rearrangement through microfluidic rapid mixing
Thursday, May 5, 2016 - 14:01
in Physics & Chemistry
In chemical synthesis, rapid intramolecular rearrangements often foil attempts at site-selective bimolecular functionalization. We developed a microfluidic technique that outpaces the very rapid anionic Fries rearrangement to chemoselectively functionalize iodophenyl carbamates at the ortho position. Central to the technique is a chip microreactor of our design, which can deliver a reaction time in the submillisecond range even at cryogenic temperatures. The microreactor was applied to the synthesis of afesal, a bioactive molecule exhibiting anthelmintic activity, to demonstrate its potential for practical synthesis and production. Authors: Heejin Kim, Kyoung-Ik Min, Keita Inoue, Do Jin Im, Dong-Pyo Kim, Jun-ichi Yoshida