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Synlett 2001; 2001(Special Issue): 0948-0951
DOI: 10.1055/s-2001-14630
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The Transition Metal-Catalyzed Addition of C-H Bonds in Aromatic Hydrazones to Olefins

Fumitoshi Kakiuchi* , Takuya Tsujimoto, Motohiro Sonoda, Naoto Chatani, Shinji Murai
  • *Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0971, Japan; Fax + 81 6 68 79 73 96; E-mail: murai@chem.eng.osaka-u.ac.jp
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Publication Date:
31 December 2001 (online)

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Catalytic additions of C-H bonds in aromatic hydrazones to olefins proceeded with the aid of ruthenium or rhodium complexes. Several hydrazones can be used in the chelation-assisted C-H/olefin coupling described herein. When a Ru3(CO)12 complex was used as the catalyst, a mixture of the 1 : 1 addition product, along with the corresponding dehydrogenated coupling products was obtained. In the case of the reaction using RhCl(PPh3)3-catalyst, no dehydrogenated coupling product was obtained and the 1 : 2 addition product was produced as the major product.

ruthenium catalysts - rhodium catalysts - C-H bond cleavage - aromatic hydrazones - C-H/olefin coupling

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