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Synthesis of allenes via CuBr-catalyzed homologation of alk-1-ynes accelerated by microwave
Authors:Hiroyuki Nakamura  Tsuyuka Sugiishi  Yuko Tanaka
Institution:Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Tokyo 171-8588, Japan
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.
Keywords:Allenes  Homologation  Alk-1-ynes  Microwave
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