메뉴 건너뛰기




Volumn 44, Issue 3, 2005, Pages 455-457

Cooperative catalysis by Ru and Pd for the direct coupling of a chelating aldehyde with iodoarenes or organostannanes

Author keywords

C H activation; Cooperative phenomena; Homogeneous catalysis; Palladium; Ruthenium

Indexed keywords

ALDEHYDES; CATALYSIS; CATALYSTS; CHELATION; IODINE COMPOUNDS; KETONES; PALLADIUM; REACTION KINETICS;

EID: 12344337684     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200462006     Document Type: Article
Times cited : (133)

References (33)
  • 10
    • 0001108788 scopus 로고    scopus 로고
    • a) G. Dyker, Angew. Chem. 1999, 111, 1808; Angew. Chem. Int. Ed. 1999, 38, 1698;
    • (1999) Angew. Chem. , vol.111 , pp. 1808
    • Dyker, G.1
  • 11
    • 0033553817 scopus 로고    scopus 로고
    • a) G. Dyker, Angew. Chem. 1999, 111, 1808; Angew. Chem. Int. Ed. 1999, 38, 1698;
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1698
  • 14
    • 0030355414 scopus 로고    scopus 로고
    • For the metal-mediated synthesis of ketones from the reaction of aryl iodides with aldimines or aldehydes, albeit taking place by distinctively different mechanistic pathways compared to this study, see: a) T. Satoh, T. Itaya, M. Miura, M. Nomura, Chem. Lett. 1996, 823; b) T. Ishiyama, J. Hartwig, J. Am. Chem. Soc. 2000, 122, 12043; c) Y.-C. Huang, K. K. Majumdar, C.-H. Cheng, J. Org. Chem. 2002, 67, 1682.
    • (1996) Chem. Lett. , pp. 823
    • Satoh, T.1    Itaya, T.2    Miura, M.3    Nomura, M.4
  • 15
    • 0034614063 scopus 로고    scopus 로고
    • For the metal-mediated synthesis of ketones from the reaction of aryl iodides with aldimines or aldehydes, albeit taking place by distinctively different mechanistic pathways compared to this study, see: a) T. Satoh, T. Itaya, M. Miura, M. Nomura, Chem. Lett. 1996, 823; b) T. Ishiyama, J. Hartwig, J. Am. Chem. Soc. 2000, 122, 12043; c) Y.-C. Huang, K. K. Majumdar, C.-H. Cheng, J. Org. Chem. 2002, 67, 1682.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 12043
    • Ishiyama, T.1    Hartwig, J.2
  • 16
    • 0037040709 scopus 로고    scopus 로고
    • For the metal-mediated synthesis of ketones from the reaction of aryl iodides with aldimines or aldehydes, albeit taking place by distinctively different mechanistic pathways compared to this study, see: a) T. Satoh, T. Itaya, M. Miura, M. Nomura, Chem. Lett. 1996, 823; b) T. Ishiyama, J. Hartwig, J. Am. Chem. Soc. 2000, 122, 12043; c) Y.-C. Huang, K. K. Majumdar, C.-H. Cheng, J. Org. Chem. 2002, 67, 1682.
    • (2002) J. Org. Chem. , vol.67 , pp. 1682
    • Huang, Y.-C.1    Majumdar, K.K.2    Cheng, C.-H.3
  • 18
    • 12344291821 scopus 로고    scopus 로고
    • note
    • 13CNMR, and IR spectroscopy, as well as HRMS. See the Supporting Information for the spectral data.
  • 21
    • 0000913941 scopus 로고
    • For selected examples of efficient C-C bond formation by catalytic C-H formyl activation, see: a) R. C. Larock, M. J. Dorty, S. Cacchi, J. Org. Chem. 1993, 58, 4579; b) K. Tanaka, G. C. Fu, J. Am. Chem. Soc. 2001, 123, 11 492; c) M. C. Willis, S. J. McNally, P. J. Beswick, Angew. Chem. 2004, 116, 344; Angew. Chem. Int. Ed. 2004, 43, 340.
    • (1993) J. Org. Chem. , vol.58 , pp. 4579
    • Larock, R.C.1    Dorty, M.J.2    Cacchi, S.3
  • 22
    • 0035930039 scopus 로고    scopus 로고
    • For selected examples of efficient C-C bond formation by catalytic C-H formyl activation, see: a) R. C. Larock, M. J. Dorty, S. Cacchi, J. Org. Chem. 1993, 58, 4579; b) K. Tanaka, G. C. Fu, J. Am. Chem. Soc. 2001, 123, 11 492; c) M. C. Willis, S. J. McNally, P. J. Beswick, Angew. Chem. 2004, 116, 344; Angew. Chem. Int. Ed. 2004, 43, 340.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 11492
    • Tanaka, K.1    Fu, G.C.2
  • 23
    • 12344280340 scopus 로고    scopus 로고
    • For selected examples of efficient C-C bond formation by catalytic C-H formyl activation, see: a) R. C. Larock, M. J. Dorty, S. Cacchi, J. Org. Chem. 1993, 58, 4579; b) K. Tanaka, G. C. Fu, J. Am. Chem. Soc. 2001, 123, 11 492; c) M. C. Willis, S. J. McNally, P. J. Beswick, Angew. Chem. 2004, 116, 344; Angew. Chem. Int. Ed. 2004, 43, 340.
    • (2004) Angew. Chem. , vol.116 , pp. 344
    • Willis, M.C.1    McNally, S.J.2    Beswick, P.J.3
  • 24
    • 0346500648 scopus 로고    scopus 로고
    • For selected examples of efficient C-C bond formation by catalytic C-H formyl activation, see: a) R. C. Larock, M. J. Dorty, S. Cacchi, J. Org. Chem. 1993, 58, 4579; b) K. Tanaka, G. C. Fu, J. Am. Chem. Soc. 2001, 123, 11 492; c) M. C. Willis, S. J. McNally, P. J. Beswick, Angew. Chem. 2004, 116, 344; Angew. Chem. Int. Ed. 2004, 43, 340.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 340
  • 30
    • 0037694408 scopus 로고
    • The catalytic activity of the thus-generated binuclear Pd complex was not reported: C. G. Anklin, P. S. Pregosin, J. Organomet. Chem. 1983, 243, 101.
    • (1983) J. Organomet. Chem. , vol.243 , pp. 101
    • Anklin, C.G.1    Pregosin, P.S.2
  • 33
    • 0029929193 scopus 로고    scopus 로고
    • It has been reported that Pd catalyzes the addition of organotin reagents to aldehydes to give alcohols rather than ketones: H. Nakamura, H. Iwama, Y. Yamamoto, J. Am. Chem. Soc. 1996, 118, 6641.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 6641
    • Nakamura, H.1    Iwama, H.2    Yamamoto, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.