A systematic study of the behaviour of aryl γ-halopropargyl ethers under thermal condition was undertaken. Aryl γ-bromopropargyl ethers 2 underwent unique transformation in N, N- diethylanillne (215° C, 6 h) giving rise to a mixture of products 3, 4 and 5, whereas, under similar conditions aryl γ-chloropropargyl ethers ulbar| 8, afforded 4-chlorochromenes, 9. A remarkable substituent and solvent effect has been observed in the thermolysis of these ...