Revisiting the bromination of c-h bonds with molecular bromine by using a photo-microflow system

Yoshiyuki Manabe, Yuriko Kitawaki, Masahiro Nagasaki, Koichi Fukase*, Hiroshi Matsubara, Yoshiko Hino, Takahide Fukuyama, Ilhyong Ryu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

33 Scopus citations

Abstract

The photobromination of C-H bonds by using molecular bromine was reinvestigated under microfluidic conditions. The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated products with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition. Go with the (micro)flow: Photobromination of C-H bonds by using molecular bromine under microfluidic conditions has been investigated (see scheme). The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated compounds with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition.

Original languageEnglish
Pages (from-to)12750-12753
Number of pages4
JournalChemistry - A European Journal
Volume20
Issue number40
DOIs
StatePublished - 26 Sep 2014

Keywords

  • bromination
  • bromine
  • microreactors
  • photoreactions

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