Synthesis of allenes via CuBr-catalyzed homologation of alk-1-ynes accelerated by microwave |
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Authors: | Hiroyuki Nakamura Tsuyuka Sugiishi Yuko Tanaka |
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Affiliation: | Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Tokyo 171-8588, Japan |
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Abstract: | CuBr-catalyzed homologation of alk-1-ynes 1 with paraformaldehyde and N,N-diisopropylamine (or N,N-dicyclohexylamine) was accelerated by microwave irradiation at 150 °C to afford the corresponding allenes 2 in good to high yields in 1-10 min. Bisalkynes 5 and 7 were also converted to the corresponding bisallenes 6 and 8 in 63% and 61% yields, respectively, under the current condition. |
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Keywords: | Allenes Homologation Alk-1-ynes Microwave |
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