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Volumn 3, Issue 26, 2001, Pages 4319-4321

Direct addition of TMS-acetylene to aldimines catalyzed by a simple, commercially available Ir(I) complex

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ARTICLE;

EID: 0001751065     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol017022q     Document Type: Article
Times cited : (278)

References (57)
  • 13
    • 0032809636 scopus 로고    scopus 로고
    • (b) For a recent report on the addition of aromatic aldehydes with alkynylzinc reagents generated in situ from terminal acetylenes and dimethylzinc, see: Li, Z.; Upadhyay, V.; DeCamp, A. E.; DiMichele, L.; Reider, P. J. Synthesis 1999, 1453.
    • (1999) Synthesis , pp. 1453
    • Li, Z.1    Upadhyay, V.2    DeCamp, A.E.3    DiMichele, L.4    Reider, P.J.5
  • 22
    • 0043098770 scopus 로고    scopus 로고
    • For Cu-mediated addition of terminal acetylenes to N-alkyl imines at elavated temperatures, see: Rohm and Haas Co. U.S. Patent 2,665,311, 1950
    • For Cu-mediated addition of terminal acetylenes to N-alkyl imines at elavated temperatures, see: Rohm and Haas Co. U.S. Patent 2,665,311, 1950.
  • 24
    • 0033550526 scopus 로고    scopus 로고
    • For representative additions of carbanions to imines, see: (a) Cogan, D. A.; Ellman, J. A. J. Am. Chem. Soc. 1999, 121, 268.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 268
    • Cogan, D.A.1    Ellman, J.A.2
  • 42
    • 0035796754 scopus 로고    scopus 로고
    • Sakaguchi, S.; Kubo, T.; Ishii, Y. Angew. Chem., Int. Ed. 2001, 2534. In this work, Ishii has reported the Ir-catalyzed synthesis of imines by the coupling of aldehydes, amines, and alkynes. It should be noted that at the end of this manuscript the authors describe a "failed" reaction in which a byproduct is isolated in an unspecified yield that corresponds to the adduct of acetylene plus aldimine. Although it is not the focus of the study, this process may be related to the one that we independently describe herein.
    • (2001) Angew. Chem., Int. Ed. , pp. 2534
    • Sakaguchi, S.1    Kubo, T.2    Ishii, Y.3
  • 51
    • 0043098759 scopus 로고    scopus 로고
    • note
    • At 0 °C the reaction does not proceed; however upon warming the same reaction mixture to room temperature, product formation can be observed.
  • 54
    • 0042096802 scopus 로고
    • Patai, S., Rappoport, Z., Eds.; Wiley: New York
    • (b) Simandi, L. I. In The Chemistry of Functional Groups, Supplement C, pt I; Patai, S., Rappoport, Z., Eds.; Wiley: New York, 1983; pp 529-534.
    • (1983) The Chemistry of Functional Groups , Issue.SUPPLEMENT C AND PART I , pp. 529-534
    • Simandi, L.I.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.