- THERMAL BEHAVIOUR OF ARYL γ-HALOPROPARGYL ETHERS
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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-diethylaniline (215 deg C, 6 h) giving rise to a mixture of products 3,4 and 5,whereas, under similar conditions aryl γ-chloropropargyl ethers 8, afforded 4-chlorochromenes, 9.A remarkable substituent and solvent effect has been observed in the thermolysis of these aryl γ-bromo and γ-chloropropargyl ethers, rendering this transformation as a method for the synthesis of a number of substituted 4-bromochromenes 3, 4-chlorochromenes 9 and chroman-4-ones 7.In contrast, solution thermolysis of aryl γ-iodopropargyl ether 11 afforded aryl propargyl ether 1 as the major product.
- Ariamala, G.,Balasubramanian, K. K.
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p. 309 - 318
(2007/10/02)
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- A SIMPLE ROUTE FOR THE SYNTHESIS OF 4-CHLOROCHROMENES AND CHROMAN-4-ONES
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A one pot synthesis of a number of 4-chlorochromenes and chroman-4-ones was achived from γ-chloropropargyl aryl ethers proceeding through Claisen rearrangement, depending upon the solvent of choice.
- Ariamala, G.,Balasubramanian, K.K.
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p. 3487 - 3488
(2007/10/02)
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