Uses
3,3-Diphenyl-3H-naphtho[2,1-b]pyran is a useful research chemical compound used in the preparation and photochromism of naphthopyrans, pyranoquinolines, pyranoquinazolines, and pyranoquinoxalines.
Synthesis
The building of the 3,3-diphenyl-3H-naphtho[2,1-b]pyrans can be achieved by a 'one-pot reaction' starting from a suitable naphthol and 1,1-diphenyl-2-yn-1-ol
[1]. This condensation reaction takes place in an apolar solvent (toluene, CH2Cl2) under acid catalysis.
References
[1] Frigoli, M., Moustrou, C., Samat, A., & Guglielmetti, R. (2003). Synthesis of New Thiophene-Substituted 3,3-Diphenyl-3H-naphtho[2,1-b]pyrans by Cross-Coupling Reactions, Precursors of Photomodulated Materials. European Journal of Organic Chemistry, 2003 15, 2799–2812.
https://doi.org/10.1002/ejoc.200300033