Reactions of difunctional electrophiles with functionalized aryllithium compounds: remarkable chemoselectivity by flash chemistry

Aiichiro Nagaki; Keita Imai; Satoshi Ishiuchi; Jun-ichi Yoshida

doi:10.1002/anie.201410717

Reactions of difunctional electrophiles with functionalized aryllithium compounds: remarkable chemoselectivity by flash chemistry

Angew Chem Int Ed Engl. 2015 Feb 2;54(6):1914-8. doi: 10.1002/anie.201410717. Epub 2014 Dec 12.

Authors

Aiichiro Nagaki¹, Keita Imai, Satoshi Ishiuchi, Jun-ichi Yoshida

Affiliation

¹ Department of Synthetic and Biologycal Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, 615-8510 (Japan) http://www.sbchem.kyoto-u.ac.jp/yoshida-lab/index_e.html.

PMID: 25504778
DOI: 10.1002/anie.201410717

Abstract

Flash chemistry using flow microreactors enables highly chemoselective reactions of difunctional electrophiles with functionalized aryllithium compounds by virtue of extremely fast micromixing. The approach serves as a powerful method for protecting-group-free synthesis using organolithium compounds and opens a new possibility in the synthesis of polyfunctional organic molecules.

Keywords: chemoselectivity; flash chemistry; flow chemistry; microreactors; organolithium compounds.