A Practical and Scalable Preparation of Lusianthridin

Abstract

The efficient preparation of the stilbenoid lusianthridin is described. This synthesis relies on the Suzuki‒Miyaura coupling and intramolecular nucleophilic substitution as key reactions to construct the 9,10-dihydrophenanthrene core. The synthesis is completed in 7 steps with a 13.2% overall yield, and each step can be conducted on > 20 grams scale. The route has provided 20 grams of lusianthridin for the further biological activity study.

Sequential One-Pot Carbene-Catalyzed Intramolecular Stetter Reaction and Acid-Mediated Condensation: Access to Heteroatom Analogues of π-Extended Polyaromatic Hydrocarbons

“…Phenanthrene-fused pyrrole derivative P1 was reported to act as a bifunctional antitumor agent (Figure ). On the other hand, π-extended PAHs containing heteroatoms have emerged as interesting targets for academic and industrial researchers in the field of materials science . Recently, researchers at Samsung Co. Ltd. developed phenanthrene-fused furan derivative P2 for its potential use in an organic electroluminescence device (Figure ).…”