The rearrangement of 1, 4-bis-aryloxybut-2-ynes to 4b, 9b-dihydro-4b, 9b-dimethylbenzofuro (3, 2-b) benzofuran is described. The compounds arising from the dehydration of 2, 3-(o- hydroxyphenyl)-2, 3-dihydroxybutane, reported earlier in the literature, are shown to possess benzofuro-(2, 3-b) benzofuran system.