Kc. Majumdar et al., STUDIES IN SIGMATROPIC REARRANGEMENT - REARRANGEMENT OF 4-(4-ALKLYLSUBSTITUTED ARYLOXYBUT-2-YNYLOXY)[1]BENZOPYRAN-2-ONES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 33(2), 1994, pp. 120-124
4-(4-o-Cresoxybut-2-ynyloxy)[1]benzopyran-2-one (3a) and 4-(4-p-cresox
ybut-2-ynyloxy)[1]benzopyran-2-one (3b) give products 5 and 6 respecti
vely both containing exocyclic double bond inaddition to normal produc
ts, 4-aryloxymethylpyrano[3, 2-c][1]benzopyran-5(2H)-ones (4a and 4b).
Other 4-(4-alkyl substituted aryloxybut-2-ynyloxy)[1]benzopyran-2-one
(3c-f) furnish exclusively the aryloxymethylpyrano[3,2-c][1]benzopyra
n-5(2H)-ones (4c-f).