rhodium-catalyzed linear codimerization and cycloaddition of ketenes with alkynesrhodium-catalyzed线性codimerization和乙烯酮与炔烃的环加成作用.pdfVIP

Molecules 2010, 15, 4189-4200; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Rhodium-Catalyzed Linear Codimerization and Cycloaddition of Ketenes with Alkynes Teruyuki Kondo 1,2,*, Masatsugu Niimi 2, Yuki Yoshida 2, Kenji Wada 2, Take-aki Mitsudo 2, 1 3 Yu Kimura and Akio Toshimitsu 1 Advanced Biomedical Engineering Research Unit, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan; E-Mail: ykimura@scl.kyoto-u.ac.jp (Y.K.) 2 Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan; E-Mails: Masatsugu_Niimi@jsr.co.jp (M.N.); yoshida.y@ky3.ecs.kyoto-u.ac.jp (Y.Y.); wadaken@scl.kyoto-u.ac.jp (K.W.); mitsudo@tech.email.ne.jp (T.M.) 3 Office of Society-Academia Collaboration for Innovation, Kyoto University, Yoshida-Honmachi, Sakyo-ku, Kyoto 606-8501, Japan; E-Mail: akiot@saci.kyoto-u.ac.jp (A.T.) * Author to whom correspondence should be addressed; E-Mail: teruyuki@scl.kyoto-u.ac.jp; Tel.: +81-75-383-7055; Fax: +81-75-383-2805. Received: 11 May 2010; in revised form: 25 May 2010 / Accepted: 7 June 2010 / Published: 9 June 2010 Abstract: A novel rhodium-catalyzed linear codimerization of alkyl phenyl ketenes with internal alkynes to dienones and a novel synthesis of furans by an unusual cycloaddition of diaryl ketenes with internal alkynes have been developed. These reactions proceed smoothly with the same rhodium catalyst, RhCl(PPh ) ,