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Reactivity of N -Phenyl-1-Aza-2-Cyano-1,3-Butadienes in the Diels−Alder Reaction

✍ Scribed by Sisti, Nicholas J.; Motorina, Irina A.; Tran Huu Dau, Marie-Elise; Riche, Claude; Fowler, Frank W.; Grierson, David S.


Book ID
125453440
Publisher
American Chemical Society
Year
1996
Tongue
English
Weight
435 KB
Volume
61
Category
Article
ISSN
0022-3263

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A new approach to the construction of tricyclic 1,4-benzodiazepines has been developed, based upon the intramolecular Diels-Alder (IMDA)reaction of 2-cyano-l-azadienes. This study revealed the difficulties inherent to the direct transformation of imine-amide 2 to azadiene 3, but demonstrated the eff