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Triazolinedione-Fulvene Reactions. - A Dichotomy of Reaction Pathways Involving a Dipolar Intermediate in a Formal 1, 3 Sigmatropic Change

✍ Scribed by Dr. Henrik Olsen


Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
329 KB
Volume
21
Category
Article
ISSN
0044-8249

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✦ Synopsis


Pathways Involving a Dipolar Intermediate in a Formal 1.3-Sinmatropic Change By Henrik Olsen The cycloaddition reaction between aeodicarbonyl compounds and fulvenes has led to a wide variety of polycyclic nitrogen containing heterocycles Ill. We have discovered that the reaction between N-methyltriaeolinedione (ATAD) and fulvenes & and & provides yet another type of product , namely heptacycles &and a, respectively, formally derived from a Diels-Alder dimerieation of the C6+2l-cycloadducts. Since a 1168+12~1-cycloaddition contravenes the, Woodward-Hoffmann rules /21, the mechanistic details of this reaction were exa-


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