95603-96-6Relevant articles and documents
Aromatic Benzylation of 5,7-Dihydroxychromone and 5,7-Dihdroxy-2-methylisoflavone
Jain, A. C.,Gupta, S. M.,Tyagi, O. D.
, p. 1036 - 1039 (2007/10/02)
5,7-Dihydroxychromone (2) when treated with benzyl alcohol in the presence of boron trifluoride etherate and dioxan gives 6C-benzyl derivative (3a) as a major product (ca. 25percent) followed by 8C-benzyl derivative (4a) (ca. 15percent) and 6,8-di-C-benzyl derivative (5a) (ca. 8percent).The benzylgroups in 3a and 4a have been located by comparing the downfield shifts of aromatic protons observed on acetylation.The larger shift indicates H-6 to be free and the smaller shift H-8.A similar C-benzylation of 5,7-dihydroxy-2-methylisoflavone (6) furnishes the analogous products 7a, 8a and 9a.