Regioselective Synthesis of 4‐Aryl‐1,3‐dihydroxy‐2‐naphthoates through 1,2‐Aryl‐Migrative Ring Rearrangement Reaction and their Photoluminescence Properties

Hikaru Yanai (1) , Teru Kawazoe (1) , Nobuyuki Ishii (1) , Bernhard Witulski (2) , Takashi Matsumoto (1)

1 TUPLS - Tokyo University of Pharmacy and Life Sciences
2 LCMT - Laboratoire de chimie moléculaire et thioorganique

4-Aryl-1,3-dihydroxy-2-naphthoates having the less accessible 1,2,3,4-tetrasubstituted naphthalene scaffold and that show photoluminescence emission from solid state as well as in solutions, were selectively synthesized from brominated lactol silyl ethers through the 1,2-aryl-migrative ring rearrangement reaction.

Mots clés: Domino reactions; Fluorescence; Polycycles; Rearrangement; Synthetic methods

Domaines: Chimie

Hikaru Yanai, Teru Kawazoe, Nobuyuki Ishii, Bernhard Witulski, Takashi Matsumoto. Regioselective Synthesis of 4‐Aryl‐1,3‐dihydroxy‐2‐naphthoates through 1,2‐Aryl‐Migrative Ring Rearrangement Reaction and their Photoluminescence Properties. Chemistry - A European Journal, 2021, 27 (44), pp.11442-11449. ⟨10.1002/chem.202101459⟩. ⟨hal-03361266⟩