Synthesis of azulene from 6-acyloxyfulvenes |
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| Authors: | Y.N. Gupta S.R. Mani K.N. Houk |
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| Affiliation: | Departments of Chemistry Louisiana State University, Baton Rouge, LA 70803 U.S.A.;University of Pittsburgh, Pittsburg, PA 15260 U.S.A. |
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| Abstract: | ![]()
The 6-acetoxy, tosyloxy, and p-nitrobenzoyloxy derivatives of fulvene undergo [6+4] cycloadditions with 1-diethylaminobutadiene to give azulene in 12, 14, and 68% yield, respectively. The p-nitrobenzoyloxyfulvene is a crystalline, stable substance which is highly reactive towards nucleophilic dienes. |
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