PYRAZOLINES: V. RING CLOSURE TO OXYGEN IN THE PYROLYSIS OF 3-ACETYL-Δ1-PYRAZOLINES

The pyrolysis of 3-methyl-3-acetyl-Δ 1 -pyrazoline (IV) and cis- and trans-3,5-dimethyl-3-acetyl-Δ 1 -pyrazoline (V and VI) has been studied. Pyrolysis of IV gave 2,3-dimethyl-4,5-dihydrofuran (XI) as a minor product, indicating some ring closure to oxygen in these reactions. Pyrolysis of V gave 2,3...

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Bibliographic Details
Published in:Canadian journal of chemistry 1965-05, Vol.43 (5), p.1398-1406
Main Authors: McGreer, Donald E, Chiu, Norman W. K, Vinje, Magnus G
Format: Article
Language:eng ; jpn
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Summary:The pyrolysis of 3-methyl-3-acetyl-Δ 1 -pyrazoline (IV) and cis- and trans-3,5-dimethyl-3-acetyl-Δ 1 -pyrazoline (V and VI) has been studied. Pyrolysis of IV gave 2,3-dimethyl-4,5-dihydrofuran (XI) as a minor product, indicating some ring closure to oxygen in these reactions. Pyrolysis of V gave 2,3,5-trimethyl-4,5-dihydrofuran (XVII) as 23% of the product, whereas VI yielded only a trace of XVII. This fact and other differences in the product analysis from isomers V and VI are discussed in terms of the possible mechanism for the pyrolysis reaction.
ISSN:0008-4042
1480-3291
DOI:10.1139/v65-189