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A convenient route to alkyl, alkynyl and aryl substituted 7-azabicyclo[2.2.1]heptadienes

โœ Scribed by Chunming Zhang; Mark L Trudell

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
364 KB
Volume
54
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

3-Bmmopropiolates underwent a smooth [4+2] cycloaddition reaction with N-acylpyrroles to afford N-acyl-2-alkoxycarbonyi-3-bromo-7-azabicyclo[2.2.1]hepmdienes in good yields. The 3-bromo-2,7-dimethoxycarbonyl-7-azabicyclo[2.2.1]hepladiene was further t~ansformed to 3-alkyl-, 3-alkynyi-and 3-atyl-2,7-dimethoxycarbonyl-7-azabicyclo[2.2.1]heptadiene derivatives via palladium catalyzed and organocoppcr coupling reactions.

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