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Issue 2, 1994
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Pyrolysis of O-allyl salicylic amides and esters, and related compounds: formation of isoindolones and phthalides

Abstract

Flash vacuum pyrolysis of O-allyl salicylic alkylamides and alkyl esters gives isoindolones and phthalides, respectively, in low (20–40%) yield. The mechanism involves generation of the phenoxyl radical, regiospecific hydrogen-atom transfer from the alkylamide (or alkyl ester) group and cyclisation. A similar sequence was observed with thiophenoxyl radicals.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1994, 155-159
Article type
Paper

Pyrolysis of O-allyl salicylic amides and esters, and related compounds: formation of isoindolones and phthalides

M. Black, J. I. G. Cadogan and H. McNab, J. Chem. Soc., Perkin Trans. 1, 1994, 155
DOI: 10.1039/P19940000155

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