91731-53-2Relevant articles and documents
Submillisecond organic synthesis: Outpacing Fries rearrangement through microfluidic rapid mixing
Kim, Heejin,Min, Kyoung-Ik,Inoue, Keita,Im, Do Jin,Kim, Dong-Pyo,Yoshida, Jun-Ichi
, p. 691 - 694 (2016)
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 microreactorwas applied to the synthesis of afesal, a bioactive molecule exhibiting anthelmintic activity, to demonstrate its potential for practical synthesis and production.
