41440-04-4Relevant academic research and scientific papers
Studies in Pyranomethylchromones and Prenylated Pyranomethylchromones
Iyer, P. R.,Iyer, C. S. Rukmani,Prasad, K. J. Rajendra
, p. 535 - 538 (2007/10/02)
5,7-Dihydroxy-2-methylchromone (I) on prenylation with 2-methyl-3-buten-2-ol in the presence of BF3 etherate yields pulverin (II) and peucenin (III), which are separable by column chromatography.Cyclodehydrogenation of II with DDQ in benzene under reflux for 6 hr affords 6-(3,3-dimethylallyl)alloptaeroxylin (IV) and 10-(3,3-dimethylallyl)spatheliachromene (V) while prolonged refluxing (70 hr) yields in addition to IV and V, the bispyranochromone (VI) identified as spatheliabischromene.Pyranochromones IV, V and VI have also been synthesised by alternative routes.Alloptaeroxylin (VII) on prenylation with 2-methyl-3-buten-2-ol in the pres ence of BF3 etherate gives IV.Compound III undergoes cyclodehydrogenation with DDQ to give spatheliachromene (VIII) which on prenylation affords V.Acid-catalysed cyclisation of IV followed by NBS/DDQ dehydrogenation of the resultant dihydrodipyranochromone (IX) furnishes VI.
