Visible-light-induced photocatalytic intermolecular cyclization for synthesis of 2,2-diarylchromanes
The photocatalytic cyclization of salicylaldehydes with 1,1-diarylalkenes for the synthesis of 2,2-diarylchromanes has been developed. The catalytic amount of Ir photocatalyst proceeds the cyclization to give the various 2,2-disubtitued chromanes under irradiation with blue LEDs. The obtained 2,2-diarylchromanes exhibit noticeable free-radical-scavenging activities, which have been largely unexplored. Notably, the chromane can convert to 2,2-diaryl-2H-naphtho[1,2- b ]pyran bearing strong electron withdrawing groups, which are found in various photochromic materials. Thus, the present reaction constitutes a promising tool for the synthesis of functional materials and biologically active compounds. • Visible-light-induced photocatalytic intermolecular cyclization for synthesis of 2,2-diarylchromanes has been developed. • The catalytic amount of Ir photocatalyst proceeds the cyclization to give the various electron-deficient 2,2-disubtitued chromanes under irradiation with blue LEDs. • ·The 2,2-diarylchromanes exhibit noticeable free-radical-scavenging activities. • The chromane can convert to electron-deficient 2,2-diaryl-2 H -naphtho[1,2- b ]pyran, which are found in various photochromic materials.
Authors
- Hiroyoshi Takamura (ORCID: https://orcid.org/0000-0002-8330-969X)
- Isao Kadota
- Sakura Kodaki
- Junta Minato
- Makiya Nishikawa
- Kosuke Kusamori
- Shoko Itakura
- Momo Kondo
- Kenta Tanaka
Institutions
- Tokyo University of Science (JP)
- Okayama University (JP)
Publication Details
- Journal
- Tetrahedron Letters
- Published
- 2026-03-09
- DOI
- https://doi.org/10.1016/j.tetlet.2026.156034
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00