Submillisecond organic synthesis: Outpacing Fries rearrangement through microfluidic rapid mixing
SCIE
SCOPUS
- Title
- Submillisecond organic synthesis: Outpacing Fries rearrangement through microfluidic rapid mixing
- Authors
- Kim, H; Min, KI; Inoue, K; Im, DJ; Kim, DP; Yoshida, J
- Date Issued
- 2016-05-06
- Publisher
- AMER ASSOC ADVANCEMENT SCIENCE
- Abstract
- 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.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/36608
- DOI
- 10.1126/SCIENCE.AAF1389
- ISSN
- 0036-8075
- Article Type
- Article
- Citation
- SCIENCE, vol. 352, no. 6286, page. 691 - 694, 2016-05-06
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- There are no files associated with this item.
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