Unexpected transformation of 1,1 '-methylenebis(2-naphthol) into 1,2,1 ',2'-tetrahydrospiro(naphthalene-1,3 '- naphtho[2,1-b]pyran)-2-one, a spirodimer of 1,2-naphthoquinone 1-methide, in the presence of boric acid and paraformaldehyde
Ml. Belyanin et al., Unexpected transformation of 1,1 '-methylenebis(2-naphthol) into 1,2,1 ',2'-tetrahydrospiro(naphthalene-1,3 '- naphtho[2,1-b]pyran)-2-one, a spirodimer of 1,2-naphthoquinone 1-methide, in the presence of boric acid and paraformaldehyde, RUSS CHEM B, 50(5), 2001, pp. 914-916
When heated in benzene with paraformaldehyde and boric acid, 1, 1 ' -methyl
enebis(2-naphthol) easily decomposes to 1,2-naphthoquinone 1-methide, which
dimerizes into a spirodimer. The by-product of the reaction is 14H-dibenzo
[a,j]xanthene.