A novel cyclodimerization of 3-methyl-3-butenenitrile. An efficient synthesis of 4-cyanoisophorone |
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| Authors: | Kunihiko Takabe Suguru Ohkawa Toshio Sato Gia Hien Tang Takao Katagiri |
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| Affiliation: | Department of Synthetic Chemistry, Shizuoka University, Hamamatsu 432, Japan |
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| Abstract: | Dimerization of 3-methyl-3-butenenitrile (1) by lithium dialkylamide gave selectively 3,5,5-trimethyl-1-amino-4-cyanocyclohexa-1,3-diene (2), which was easily hydrolyzed by aqueous acid to afford 4-cyanoisophorone (3,5,5-trimethyl-4-cyano-cyclohex-2-enone) (3) quantitatively. |
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