1043-08-9Relevant academic research and scientific papers
Facile synthesis of 1,3,7-trihydroxyxanthone and its regioselective coupling reactions with prenal: Simple and efficient access to osajaxanthone and nigrolineaxanthone F
Mondal, Mukulesh,Puranik, Vedavati G.,Argade, Narshinha P.
, p. 4992 - 4995 (2007/10/03)
A facile five-step synthesis of naturally occurring 1,3,7- trihydroxyxanthone has been described starting from 1,3,5-trimethoxybenzene via NBS-induced nuclear bromination, lithiation followed by an in situ benzoylation with methyl 2,5-dibenzyloxybenzoate, selective deprotection of the two benzyl groups, base-catalyzed intramolecular cyclization, and demethylations pathway with 62% overall yield. The regioselective coupling reactions of 1,3,7-trihydroxyxanthone with prenal in the presence of calcium hydroxide at room temperature and under thermal conditions at 140-150 °C have been demonstrated to exclusively obtain the natural products osajaxanthone in 15% yield and nigrolineaxanthone F in 98% yield, respectively.
