74443-25-7Relevant academic research and scientific papers
A Study of Base-catalysed Wessely-Moser Rearrangement of 5-Hydroxy-3,6",6"-trimethylpyranoflavone
Jain, A. C.,Gupta, R. C.,Gupta, Anjula
, p. 101 - 103 (2007/10/02)
5,7-Dihydroxy-3-methylflavone (2) reacts with 2-chloro-2-methyl-3-butyne in the presence of K2CO3, Me2CO and KI to give the corresponding 7-(1,1-dimethylpropargyl) ether (4), which on heating with N,N-dimethylaniline gives the angular (5) and linear (7) 2,2-dimethylpyrano derivatives in the ratio of 2:1.When the angular chromene (5) is treated with dil. alcoholic potash, Wessely-Moser rearrangement occurs to give the corresponding linear chromene (7) in 80percent yield. 1,1-Dimethylpropargylation of 2 using DMF in place of acetone, yields a mixture containing 7-propargylic ether (4), angular chromene (5) and linear chromene (7).
