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Intramolecular Diels−Alder Reaction of 2-Cyano-1-aza-1,3-butadienes

✍ Scribed by Sisti, Nicholas J.; Zeller, Emmanuel; Grierson, David S.; Fowler, Frank W.


Book ID
121089367
Publisher
American Chemical Society
Year
1997
Tongue
English
Weight
153 KB
Volume
62
Category
Article
ISSN
0022-3263

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N-Phenyl-1-aza-2-cyano-1, 3-butadienes:
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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