4670-29-5Relevant articles and documents
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Bandaranayake,W.M. et al.
, p. 970 - 971 (1969)
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A Study of the Base-catalysed Wessely-Moser Rearrangement of Angularly Condensed 2,2-Dimethyl-2H-pyrano Derivatives of 5-Hydroxy-2-methylchromones and 2,3-Diphenylchromones and related 1-Hydroxyxanthone
Jain, A. C.,Gupta, Atul,Kumari, Sarita
, p. 365 - 369 (2007/10/02)
2-Methyl group in 5-hydroxy-2,8,8-trimethyl-8H-pyranochromone (4a) does not hinder base-catalysed isomerisation to afford the corresponding linear isomer (5a); whereas the presence of of phenyl group in position 2 and 3 as in 4c brings no such change.Similarly, 6-hydroxy-3,3-dimethyl-3H-pyranoxanthone (8) does not undergo alkali isomerisation. 5,7-Dihydroxy-2-methylchromone (2a) with 2-chloro-2-methyl-3-butyne in the presence of K2CO3, KI and DMF yields both the linear and angular 2,2-dimethyl-2H-pyrano derivatives (5a and 4a respectively) besides the 1,1-dimethylpropargyl ether (3a), the ratio being 2:4:3.However, under similar conditions 5,7-dihydroxy-2,3-diphenylchromone (2b) yields 3b, 4c and 5c in the ratio of only 5:14:1; again the tendency of forming linear isomer (5c) is far less than that of the angular isomer (4c).