Rhodium- and Iridium-Catalyzed Oxidative Coupling of Benzoic Acids with Alkynes via Regioselective C−H Bond Cleavage

Author:

Ueura Kenji1,Satoh Tetsuya1,Miura Masahiro1

Affiliation:

1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference32 articles.

1. Reviews:  (a) Alberico, D.; Scott, M. E.; Lautens, M.Chem. Rev.2007,107, 174. (b) Satoh, T.; Miura, M.Chem. Lett.2007,36, 200. (c) Satoh, T.; Miura, M.J. Synth. Org. Chem.2006,64, 1199. (d) Conley, B. L.; Tenn, W. J., III; Young, K. J. H.; Ganesh, S. K.; Meier, S. K.; Ziatdinov, V. R.; Mironov, O.; Oxgaard, J.; Gonzales, J.; Goddard, W. A., III; Periana, R. A.J.Mol. Catal. A2006,251, 8. (e) Miura, M.; Satoh, T. InHandbook of C-HTransformations; Dyker, G., Ed.; Wiley-VCH:  Weinheim, Germany, 2005; Vol. 1, p 223. (f) Miura, M.; Satoh, T.Top. Organomet. Chem.2005,14, 55. (g) Kakiuchi, F.; Chatani, N.Adv. Synth. Catal.2003,345, 1077. (h) Jun, C.H.; Moon, C. W.; Lee, D.Y.Chem. Eur. J.2002,8, 2622. (i) Ritleng, V.; Sirlin, C.; Pfeffer, M.Chem. Rev.2002,102, 1731. (j) Miura, M.; Nomura, M.Top. Curr. Chem.2002,219, 211. (k) Kakiuchi, F.; Murai, S.Acc. Chem.Res.2002,35, 826. (l) Dyker, G.Angew. Chem., Int. Ed.1999,38, 1698. (m) Kakiuchi, F.; Murai, S.Top. Organomet. Chem.1999,3, 47. (n) Shilov, A. E.; Shul'pin, G. B.Chem. Rev.1997,97, 2879.

2. Iridium-Catalyzed Reaction of 1-Naphthols,N-(1-Naphthyl)benzenesulfonamides, and Salicylaldehyde with Internal Alkynes

3. Iridium-Catalyzed Regioselective Reaction of 1-Naphthols with Alkynes at theperi-Position

4. Reaction of 2-Hydroxybenzaldehydes with Alkynes, Alkenes, or Allenes via Cleavage of the Aldehyde C–H Bond Using a Rhodium Catalyst System

5. Rhodium-Catalyzed Coupling Reaction of Salicyl Aldehydes with Alkynes via Cleavage of the Aldehyde C−H Bond

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