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Synthesis 1985; 1985(10): 964-967
DOI: 10.1055/s-1985-31405
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Electron-Deficient 3-Cyano-1-(p-toluenesulfonyl)-1,3-butadienes: Regio- and Stereoselective Synthesis of a Benzene Ring System by Michael-Type Addition-Cyclization with Enamines

Yoshiro Masuyama* , Hideko Yamazaki, Yuko Toyoda, Yasuhiko Kurusu
  • *Department of Chemistry, Sophia University, 7-1 Kioicho, Chiyoda-ku, Tokyo 102,Japan
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Publikationsdatum:
27. September 2002 (online)

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Knoevenagel-type condensation of 4-(p-toluenesulfonyl) -2-butenenitrile (1) with aldehydes provided electron-deficient 3-cyano-1-(p-toluenesulfonyl)-1,3-(E,Z)-butadienes 2, and one of these dienes, 2a was used in a Michael-type addition-cyclization with enamines to form the benzene ring system 4.