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Cycloaddition of 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) to bicycloalkenes via rearrangement of zwitterionic intermediates

✍ Scribed by Waldemar Adam; Ottorino De Lucchi


Book ID
108384927
Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
208 KB
Volume
20
Category
Article
ISSN
0040-4039

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Cycloaddition of PTAD to 7-methylenenorbornene (1 a) afforded the rearrangement urazole 2a, but not with 7-(pheny1methylene)norbornene (1 b) and 7-(chloromethylene)norbornene (lc). Instead, besides the [2 + 23 cycloadducts 3b and 3c, respectively, l b gave the double [4 + 23 adduct 4b and l c the no