Protonation-Enhanced Reactivity of Triplet State in Dearomative Photocycloaddition of Quinolines to Olefins

Tatsuya Morofuji, Shota Nagai, Youhei Chitose, Manabu Abe, Naokazu Kano

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

The intermolecular dearomative cycloaddition of acidified bicyclic azaarenes with olefins was recently reported. We report here the crucial role of the acid in the dearomative photocycloaddition of quinolines to olefins. Experimental and theoretical results show that the key role of the protonation of quinolines is not to promote the energy transfer but to enhance the reactivity of the triplet state of quinolines toward olefins.

Original languageEnglish
Pages (from-to)6257-6261
Number of pages5
JournalOrganic letters
Volume23
Issue number16
DOIs
Publication statusPublished - Aug 20 2021
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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