Photoinduced Deaminative Borylation of Unreactive Aromatic Amines Enhanced by CO2

Akira Shiozuka, Kohei Sekine, Yoichiro Kuninobu

Research output: Contribution to journalArticlepeer-review

Abstract

Herein, direct unreactive C-N borylation of aromatic amines by a photocatalyst was achieved. The C-N borylation of aromatic amines with bis(pinacolato)diboron (B2pin2) proceeded using a pyrene catalyst under light irradiation to afford desired borylated products and aminoborane as a byproduct. The yield of the borylated product improved under a CO2 atmosphere which probably reduced the inhibitory effect of aminoborane. Mechanistic studies suggested that the C-N bond cleavage and C-B bond formation proceeded via a concerted pathway.

Original languageEnglish
Pages (from-to)4774-4778
Number of pages5
JournalOrganic letters
Volume23
Issue number12
DOIs
Publication statusPublished - Jun 18 2021

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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