Visible-light-induced [4 + 2] cycloaddition of pentafulvenes by organic photoredox catalysis

Kenta Tanaka, Yosuke Asada, Yujiro Hoshino, Kiyoshi Honda

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

We have developed thioxanthylium photoredox catalyzed [4 + 2] cycloaddition of pentafulvenes at room temperature under green light irradiation, which affords tetrahydrocyclopenta[b]chromenes with high regioselectivities. The present reaction provides a sustainable approach to carry out the cycloaddition of pentafulvenes without the use of transition metal catalysts or high-temperature conditions. This procedure enables a mild and straightforward access to 1,3a,9,9a-tetrahydrocyclopenta[b]chromenes. The quantum yield of the reaction (Φ = 0.15) indicates that the reaction would mainly proceed via photocatalytic pathways.

Original languageEnglish
Pages (from-to)8074-8078
Number of pages5
JournalOrganic and Biomolecular Chemistry
Volume18
Issue number40
DOIs
Publication statusPublished - Oct 28 2020
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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