Ring Opening Three-Carbon Extension of 2-Carboethoxycyclo-Alkanones with 3-Bromo-1-(p-Tolylsulfonyl)Propene

Yoshiro Masuyama Department of Chemistry, Faculty of Science and Technology, Sophia University, 7-1 Kioicho Chiyoda-ku, Tokyo, 102, Japan

Kohji Yamada Department of Chemistry, Faculty of Science and Technology, Sophia University, 7-1 Kioicho Chiyoda-ku, Tokyo, 102, Japan

Hiroyuki Tanaka Department of Chemistry, Faculty of Science and Technology, Sophia University, 7-1 Kioicho Chiyoda-ku, Tokyo, 102, Japan

Yasuhiko Kurusu Department of Chemistry, Faculty of Science and Technology, Sophia University, 7-1 Kioicho Chiyoda-ku, Tokyo, 102, Japan

Abstract

Reaction with 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) of 2-[3-(p-tolylsulfonyl)-2-propenyl]-2-carboethoxycycloalkanones, derived from 2-carboethoxy-2-sodiocycloalkanones and 3-bromo-l-(p-tolylsulfonyl)propene, caused ring opening three-carbon extension in ethanol and three-carbon ring expansion in benzene to produce terminal dienes and cyclic dienes, respectively.

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Ring Opening Three-Carbon Extension of 2-Carboethoxycyclo-Alkanones with 3-Bromo-1-(p-Tolylsulfonyl)Propene

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Ring Opening Three-Carbon Extension of 2-Carboethoxycyclo-Alkanones with 3-Bromo-1-(p-Tolylsulfonyl)Propene

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